Category: 39637-74-6

Synthetic Route of C10H13ClO3《Chiral probe for mass spectrometric identification and quantitation of levodropropizine and its enantiomer, dextrodropropizine》 was published in 2022. The authors were Zhang, Caiyu;Liu, Yang;Liu, Rui;Li, Wei;Liu, Changxiao;He, Lan, and the article was included in《Chirality》. The author mentioned the following in the article:

Acyl chlorides react rapidly with hydroxyl and amino groups in the absence of catalysts and therefore hold great promise for chiral mass spectrometry. Herein, a tandem mass spectrometry method based on derivatization with (-)-camphanic acid chloride as a simple chiral probe was developed for the highly sensitive detection and quantitation of levodropropizine and its enantiomer, namely, dextrodropropizine. The diastereomeric derivatization products were quantified based on the relative abundances of their fragment ions produced upon collision-induced dissociation in pos.-ion mode. The reactive site was elucidated using NMR spectroscopy and two-dimensional total correlation spectroscopy, and the reaction mechanism was proved by stoichiometry studies. The degree of isomer recognition was investigated at different collision energies and determined as Rchiral ≈ 1.5. Thus, this study gives the way to the mass spectrometric identification and quantitation of levodropropizine and its enantiomer, and the developed method represents a new and practical technique for rapid and sensitive determination and quality control of enantiomers of chiral drugs. To complete the study, the researchers used (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) .

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Synthetic Route of C10H13ClO3) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Lautrette, Guillaume;Wicher, Barbara;Kauffmann, Brice;Ferrand, Yann;Huc, Ivan published 《Iterative Evolution of an Abiotic Foldamer Sequence for the Recognition of Guest Molecules with Atomic Precision》 in 2016. The article was appeared in 《Journal of the American Chemical Society》. They have made some progress in their research.HPLC of Formula: 39637-74-6 The article mentions the following:

A synthetic helical aromatic oligoamide foldamer receptor with high affinity and selectivity for tartaric acid was subjected to a structure-based evolution of its sequence via mutations, additions, and deletions of monomers to produce a new receptor having high affinity and selectivity for malic acid, a guest that differs from tartaric acid by a single oxygen atom. Seven iteratively modified sequences were synthesized. Detailed structural investigations of host-guest complexes were carried out systematically to guide the design of the next generation. A first outcome was a reversal of selectivity of the receptors, with a starting preference for tartaric acid over malic acid of over 10² and an ending sequence showing a preference for malic acid over tartaric acid of over 10². Another outcome was a very strong enhancement of the affinity for malic acid, despite the fact that it has fewer recognition features for binding through polar interactions such as hydrogen bonds. Such a level of discrimination between resembling guests exemplifies the amenability of foldamers to outstanding achievements in mol. recognition. Altogether, our results demonstrate the viability of a rational receptor design approach that exploits the modularity of foldamer sequences and, in the case of aromatic amide foldamers, their amenability to structural elucidation, their relative ease of synthesis, and the predictability of their structure.(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) were involved in the experimental procedure.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 HPLC of Formula: 39637-74-6) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Safety of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)In 2017, Patil, Nivedita T.;Shashidhar, Mysore S.;Tamboli, Majid I.;Gonnade, Rajesh G. published 《Clues from Crystal Structures Pave the Way to Access Chiral myo-Inositol Derived Versatile Synthons: Resolution of Racemic 4-O-Allyl-myo-Inositol-1,3,5-Orthoesters via Corresponding Dicamphanates by Crystallization》. 《Crystal Growth & Design》published the findings. The article contains the following contents:

Racemic 4-O-allyl-myo-inositol-1,3,5-orthoesters were resolved as the corresponding diastereomeric dicamphanates by crystallization from alc. solvents. Crystals of the two diastereomers of myo-inositol orthoacetate and one diastereomer each of myo-inositol orthoformate and myo-inositol orthobenzoate were obtained in >99% purity, on gram scale. The configuration of all these diastereomers was established by conversion to known chiral myo-inositol derivatives as well as by single crystal structure anal. It is interesting to note that the procedures for the separation of diastereomeric myo-inositol orthoesters could be evolved due to the knowledge of crystal growth and crystal structures of inositol derivatives of comparable mol. structures. Due to the synthetic versatility of myo-inositol orthoesters, the methods described provide rapid and convenient access to a variety of chiral inositol derivatives with high synthetic potential. To complete the study, the researchers used (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) .

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Safety of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Noguchi, Hiroki;Takafuji, Makoto;Maurizot, Victor;Huc, Ivan;Ihara, Hirotaka published 《Chiral separation by a terminal chirality triggered P-helical quinoline oligoamide foldamer》. The research results were published in《Journal of Chromatography A》 in 2016.Product Details of 39637-74-6 The article conveys some information:

A P-helical quinoline oligoamide foldamer was grafted on silica and applied as an HPLC stationary phase for chiral separation The P-handedness of the quinoline oligoamide foldamer was induced by a (1S)-camphanyl group, which was introduced at the N-terminus of a tetrameric quinoline oligoamide foldamer (Cmp-Q₄). To immobilize the foldamer on porous silica particles, a trimethoxysilyl group was introduced at the opposing end of the foldamer. Elemental anal. indicated that the amount of foldamer on the silica surface was 0.57 μmol/m². CD and vibrational CD spectra of Cmp-Q₄ and Cmp-Q₄-immobilized silica (Sil-Q₄-Cmp) suggested that the helical structure of Cmp-Q₄ was altered on the silica surface while retaining a chiral structure. The chiral recognition ability of Sil-Q₄-Cmp was evaluated with various aromatic enantiomers. Sil-Q₄-Cmp showed enantio-selectivity for axially chiral mols. (e.g., α_{Trigger’s base} = 1.26 and α_Binaphthol = 1.07). Sil-Q₄-Cmp showed remarkable recognition of helical octameric quinoline oligoamides with isobutoxy and triethylene glycol side chains (α 10.35and 14.98, resp.). In contrast, an (1S)-camphanyl group-immobilized porous silica showed no chiral recognition for any enantiomers tested. To elucidate the chiral separation mechanism of Sil-Q₄-Cmp, thermodn. parameters were calculated using van’t Hoff plots. HPLC results and thermodn. parameters suggested that the chiral recognition of Sil-Q₄-Cmp is based on the helical structure of Cmp-Q₄ and other thermally dependent interactions such as hydrophobic effects associated with aromatic stacking. This work represents the 1st known application of aromatic foldamers in chiral separation The experimental procedure involved many compounds, such as (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) .

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Product Details of 39637-74-6) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Cinelli, Maris A.;Lee, Kin Sing Stephen published 《Asymmetric Total Synthesis of 19,20-Epoxydocosapentaenoic Acid, a Bioactive Metabolite of Docosahexaenoic Acid》. The research results were published in《Journal of Organic Chemistry》 in 2019.Recommanded Product: (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) The article conveys some information:

In this study, we report the first asym. total synthesis of 19,20-epoxydocosapentaenoic acid I (19,20-EDP), a naturally occurring bioactive cytochrome P 450 metabolite of docosahexaenoic acid, a major constituent of fish oil. Our strategy involves direct asym. epoxidation to produce an enantiopure β-epoxyaldehyde that can be appended to the rest of the skipped polyene core by Wittig condensation. Our route is step-economical and late divergent and could be an appealing method by which to synthesize EDP analogs for biol. studies.(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) were involved in the experimental procedure.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Recommanded Product: (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of C10H13ClO3《Design, synthesis and biological evaluation of novel azaspiro analogs of linezolid as antibacterial and antitubercular agents》 was published in 2016. The authors were Gadekar, Pradip K.;Roychowdhury, Abhijit;Kharkar, Prashant S.;Khedkar, Vijay M.;Arkile, Manisha;Manek, Hardik;Sarkar, Dhiman;Sharma, Rajiv;Vijayakumar, V.;Sarveswari, S., and the article was included in《European Journal of Medicinal Chemistry》. The author mentioned the following in the article:

The design, synthesis and antimicrobial evaluation of a novel series of azaspiro analogs I [R = acetyl, 4-(trifluoromethyl)benzoyl, nicotinoyl, etc.] of linezolid were described. Linezolid comprises of a morpholine ring which was known for its metabolism-related liabilities. Therefore, the key modification made in the linezolid structure was the replacement of morpholine moiety with its bioisostere, 2-oxa-6-azaspiro[3.3]heptane. Furthermore, the replacement of N-acetyl terminal of linezolid with various aromatic or aliphatic functionalities was carried out. The title compounds were evaluated against a panel of Gram-pos. and Gram-neg. bacteria and Mycobacterium tuberculosis. Subsequent structure-activity relationship (SAR) studies identified several compounds with mixed antibacterial and antitubercular profiles. Compound I [R = isoxazole-5-carbonyl] (IC₅₀ 0.72, 0.51, 0.88, 0.49 μg/mL for Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Bacillussubtilis, resp.) exhibited similar antibacterial profile as linezolid. The N-acetyl derivative I [R = acetyl] was similar to linezolid in antitubercular profile. The use of azaspiro substructure in the medicinal chem. of antibacterial and antitubercular agents was demonstrated.(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) were involved in the experimental procedure.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Synthetic Route of C10H13ClO3) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Kubo, Hironori;Matsui, Kaori;Saitoh, Tsuyoshi;Nishiyama, Shigeru published 《Synthesis and assignment of the absolute stereochemistry of (+)-hemifistularin 3》 in 2014. The article was appeared in 《Tetrahedron》. They have made some progress in their research.Computed Properties of C10H13ClO3 The article mentions the following:

The first total synthesis of the marine natural product (+)-hemifistularin 3, I, in enantiomerically pure form was accomplished by using the amide forming reaction of (+)-spiroisoxazoline ester with the (+)-octopamine derivative II. The stereodivergent strategy employed in this effort enabled the assignment of the absolute configurations at the three stereogenic centers in (+)-hemifistularin 3.(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) were involved in the experimental procedure.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Computed Properties of C10H13ClO3) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Recommanded Product: 39637-74-6In 2020, Cai, Kai;Zhao, Huina;Yin, Runsheng;Lin, Yechun;Lei, Bo;Wang, Anping;Pan, Wenjie;Cai, Bin;Gao, Weichang;Wang, Feng published 《Chiral determination of nornicotine, anatabine and anabasine in tobacco by achiral gas chromatography with (1S)-(-)-camphanic chloride derivatization: Application to enantiomeric profiling of cultivars and curing processes》. 《Journal of Chromatography A》published the findings. The article contains the following contents:

The alkaloid enantiomers are well-known to have different physiol. and pharmacol. effects, and to play an important role in enantioselectivity metabolism with enzymes catalysis in tobacco plants. Here, we developed an improved method for simultaneous and high-precision determination of the individual enantiomers of nornicotine, anatabine and anabasine in four tobacco matrixes, based on an achiral gas chromatog.-nitrogen phosphorus detector (GC-NPD) with commonly available Rtx-200 column using (1S)-(-)-camphanic chloride derivatization. The method development consists of the optimization of extraction and derivatization, screening of achiral column, anal. of the fragmentation mechanisms and evaluation of matrix effect (ME). Under the optimized exptl. conditions, the current method exhibited excellent detection capability for the alkaloid enantiomers, with coefficients of determination (R²) > 0.9989 and normality test of residuals P > 0.05 in linear regression parameters. The ME can be neglected for the camphanic derivatives The limit of detection (LOD) and limit of quantitation (LOQ) ranged from 0.087 to 0.24μg g ^– 1 and 0.29 to 0.81μg g ^– 1, resp. The recoveries and within-laboratory relative standard deviations (RSD_R) were 94.3%∼104.2% and 0.51%∼3.89%, resp. The developed method was successfully applied to determine the enantiomeric profiling of cultivars and curing processes. Tobacco cultivars had a significant impact on the nornicotine, anatabine, anabasine concentration and enantiomeric fraction (EF) of (R)-nornicotine, whereas the only significant change induced by the curing processes was an increase in the EF of (R)-anabasine. And (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) was used in the research process.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Recommanded Product: 39637-74-6) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Computed Properties of C10H13ClO3In 2020, Fanelli, Rossana;Berta, Denes;Foldes, Tamas;Rosta, Edina;Atkinson, Robert Andrew;Hofmann, Hans-Jorg;Shankland, Kenneth;Cobb, Alexander J. A. published 《Organocatalytic access to a cis-cyclopentyl-γ-amino acid: An intriguing model of selectivity and formation of a stable 10/12-helix from the corresponding γ/α-peptide》. 《Journal of the American Chemical Society》published the findings. The article contains the following contents:

In this study, we have developed a highly enantioselective organocatalytic route to the (1S,2R)-2-(aminomethyl)cyclopentane-1-carboxylic acid monomer precursor, which has a cis-configuration between the C- and N-termini around the cyclopentane core. Kinetic measurements show that the product distribution changes over time due to epimerization of the C1 center. Computations suggest the cis-selectivity is a result of selective C-C bond formation, while subsequent steps appear to influence the selectivity at higher temperature The resulting γ-amino acid residue was incorporated into a novel γ/α-peptide, which forms a well-ordered 10/12-helix with alternate H-bond directionality in spite of the smallest value of the ζ-angle yet observed for a helix of this type. This highly defined structure is also a result of the narrow range of potential ζ-angles in our monomer. In contrast, the larger range of potential ζ-values observed for the corresponding trans-system can be fulfilled by several competing helical structures. And (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) was used in the research process.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Computed Properties of C10H13ClO3) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 39637-74-6《A Bioinspired Synthesis of (±)-Rubrobramide, (±)-Flavipucine, and (±)-Isoflavipucine》 was published in 2016. The authors were Mizutani, Shoma;Komori, Kenta;Taniguchi, Tohru;Monde, Kenji;Kuramochi, Kouji;Tsubaki, Kazunori, and the article was included in《Angewandte Chemie, International Edition》. The author mentioned the following in the article:

A biomimetic synthesis of naturally occurring lactams rubrobramide, flavipucine, and isoflavipucine is described. The key step is a regioselective Darzens reaction between iso-Bu glyoxal and an α-bromo-β-ketoamide. The construction of the core tricyclic ring system of rubrobramide was achieved by a cascade reaction in a single step from an α,β-epoxy-γ-lactam. Furthermore, the absolute configuration of naturally occurring (+)-rubrobramide was determined by vibrational CD. (±)-Flavipucine and (±)-isoflavipucine were synthesized from an epoxyimide, which was prepared by reaction of iso-Bu glyoxal with a protected α-bromo-β-ketoamide. Deprotection of the epoxyimide and formation of the pyridone ring gave (±)-flavipucine, which was converted into (±)-isoflavipucine by thermal isomerization. And (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) was used in the research process.

(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Related Products of 39637-74-6) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics