Category: 39637-74-6

Howard, James K.;Mueller, Marion;Berry, Alan;Nelson, Adam published 《An Enantio- and Diastereoselective Chemoenzymatic Synthesis of α-Fluoro β-Hydroxy Carboxylic Esters》 in 2016. The article was appeared in 《Angewandte Chemie, International Edition》. They have made some progress in their research.SDS of cas: 39637-74-6 The article mentions the following:

The trans-o-hydroxybenzylidene pyruvate aldolase-catalyzed reactions between fluoropyruvate and many (hetero)aromatic aldehydes yield aldol adducts without subsequent dehydration. Treatment of the reaction products with hydrogen peroxide yields the corresponding syn-configured α-fluoro β-hydroxy carboxylic acids which have >98 % ee. The overall chemoenzymic approach, in which fluoropyruvate serves as a fluoroacetate equivalent, may be exploited in the synthesis of polar building blocks and fragments with potential value in drug discovery.(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 SDS of cas: 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

Nicolaou, K. C.;Yu, Ruocheng;Lu, Zhaoyong;Alvarez, Fernando G. published 《Total Synthesis of Gukulenin B via Sequential Tropolone Functionalizations》. The research results were published in《Journal of the American Chemical Society》 in 2022.Product Details of 39637-74-6 The article conveys some information:

The synthesis of functionalized aromatic compounds is a central theme of research for modern organic chem. Despite the increasing finesse in the functionalization of five- and six-membered aromatic rings, their seven-membered-ring sibling, tropolone (2-hydroxy-2,4,6-cycloheptatrien-1-one), remains a challenging target for synthetic derivatization. This challenge primarily emanates from the unique structural and chem. properties of tropolonoid compounds, which often lead to unexpected and undesired reaction outcomes under conditions developed for the functionalizations of other aromatic moieties. Herein, the authors describe the total synthesis of one of the most complex natural tropolonoids, gukulenin B (I). The synthetic route features a series of site-selective aromatic C-H bond functionalizations and C-C bond formations, whose reaction conditions are judiciously tuned to allow uncompromised performance on the tropolone nucleus. The flexibility and modularity of the synthesis are expected to facilitate further synthetic and biol. studies of the gukulenin family of cytotoxins. In addition, the methods and tactics developed herein for the functionalization of the tropolone moiety could inspire and enable chemists of multiple disciplines to take advantage of this privileged yet underexplored structural motif.(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 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

Hou, Si-Hua;Tu, Yong-Qiang;Wang, Shuang-Hu;Xi, Chao-Chao;Zhang, Fu-Min;Wang, Shao-Hua;Li, Yan-Tao;Liu, Lin published 《Total Syntheses of the Tetracyclic Cyclopiane Diterpenes Conidiogenone, Conidiogenol, and Conidiogenone B》 in 2016. The article was appeared in 《Angewandte Chemie, International Edition》. They have made some progress in their research.Safety of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) The article mentions the following:

Total syntheses of the biol. important and structurally unique tetracyclic diterpenes (+)-conidiogenone (I), (+)-conidiogenol (II), and (+)-conidiogenone B (III) of the cyclopiane class are reported. The absolute configuration of naturally occurring conidiogenone B was also corrected The key step of our strategy involved the highly efficient construction of both ring C and the quaternary carbon center shared by rings A and C through a one-step regioselective and diastereoselective cycloenlargement in the form of a semipinacol-type rearrangement. In particular, the desired regioselectivity was made possible by properly adjusting the migratory aptitude of the migrating carbon atom through the introduction of an electron-donating phenylthio group at this position. 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 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

Recommanded Product: (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)In 2017, Hylse, Ondrej;Maier, Lukas;Kucera, Roman;Perecko, Tomas;Svobodova, Aneta;Kubala, Lukas;Paruch, Kamil;Svenda, Jakub published 《A Concise Synthesis of Forskolin》. 《Angewandte Chemie, International Edition》published the findings. The article contains the following contents:

A 24-step synthesis of (±)-forskolin (I) is presented, which delivered hundred milligram quantities of this complex diterpene in one pass. Transformations key to our approach include: (a) a strategic allylic transposition, (b) stepwise assembly of a sterically encumbered isoxazole ring, and (c) citric acid-modified Upjohn dihydroxylation of a resilient tetrasubstituted olefin. The developed route has exciting potential for the preparation of new forskolin analogs inaccessible by semisynthesis. 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: (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

Formula: C10H13ClO3In 2018, Hedberg, Christinne;Estrup, Morten;Eikeland, Espen Z.;Jensen, Henrik H. published 《Vinyl Grignard-Mediated Stereoselective Carbocyclization of Lactone Acetals》. 《Journal of Organic Chemistry》published the findings. The article contains the following contents:

A novel Ferrier-type carbocyclization is reported. It involves a carbohydrate-derived lactone acetal synthesized from Me α-D-glucopyranoside, which upon treatment with excess vinylmagnesium bromide provides a highly substituted carbocyclic product as a single stereoisomer. The yield is greatly increased when N,N,N’,N’-tetramethylethylenediamine is added to the reaction mixture Optimized reaction conditions have been applied to lactone acetals derived from other carbohydrates. Based on the obtained results, a possible reaction mechanism has been proposed. Furthermore, scalability of the reaction up to 15 g scale and derivatization of the carbocyclic product has been demonstrated, including the formation of a rare trans-bicyclo[4.3.0]nonene scaffold via a ring-closing metathesis. The structure of this and all carbocyclized products were confirmed by X-ray crystallog. anal. 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 Formula: C10H13ClO3) 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

Gan, Pei;Smith, Myles W.;Braffman, Nathaniel R.;Snyder, Scott A. published 《Pyrone Diels-Alder Routes to Indolines and Hydroindolines: Syntheses of Gracilamine, Mesembrine, and Δ⁷-Mesembrenone》. The research results were published in《Angewandte Chemie, International Edition》 in 2016.Application In Synthesis of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) The article conveys some information:

Although the Diels-Alder reaction has long been utilized for the preparation of numerous heterocycles, opportunities to extend its power remain. Herein, we detail a simple, modular, and robust approach that combines various amines regioselectively with 4,6-dichloropyrone to create substrates which, under appropriate conditions, can directly deliver varied indolines and hydroindolines through [4+2]-cycloadditions with substitution patterns difficult to access otherwise. As an initial demonstration of the power of the strategy, several different natural products have been obtained either formally or by direct total synthesis, with efforts toward one of these, the complex amaryllidaceae alkaloid gracilamine I, affording the shortest route to date in terms of linear step count. 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 Application In Synthesis 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

Synthetic Route of C10H13ClO3In 2015, Zajac, Grzegorz;Kaczor, Agnieszka;Buda, Szymon;Mlynarski, Jacek;Frelek, Jadwiga;Dobrowolski, Jan Cz.;Baranska, Malgorzata published 《Prediction of ROA and ECD Related to Conformational Changes of Astaxanthin Enantiomers》. 《Journal of Physical Chemistry B》published the findings. The article contains the following contents:

ECD, ROA, and VCD were used to characterize astaxanthin conformers that differ in their arrangements of the β-ionone ring in respect to the chain. We obtained ECD spectra exptl., and the ECD, ROA, and VCD spectra of both individual conformers and conformation-averaged mixtures were predicted using quantum-chem. calculations at the CAM-B3LYP level of theory using the PCM solvation model. The chiroptical methods employed (particularly ECD and ROA) were considerably more sensitive to conformational changes of astaxanthin compared to “mono-signed” conventional Raman spectroscopy. Strikingly, conformers that are the same optical isomers (e.g., of 3S,3’S-astaxanthin), while geometrically nearly mirror images, exhibited sign-inversed ECD and ROA spectra. The conformational sensitivity of these chiroptical methods makes them a promising tool in the study of carotenoids in the natural environment (for instance, in de novo algal or yeast astaxanthin sources).(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 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

Application In Synthesis of (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)《An ingenious method for the determination of the relative and absolute configurations of compounds containing aryl-glycerol fragments by ¹H NMR spectroscopy》 was published in 2021. The authors were Zhang, Xu;Lu, Kai-Zhou;Yan, Hai-Wei;Feng, Zi-Ming;Yang, Ya-Nan;Jiang, Jian-Shuang;Zhang, Pei-Cheng, and the article was included in《RSC Advances》. The author mentioned the following in the article:

A concise method was established to determine the relative and absolute configurations of aryl-glycerols 4-RC₆H₄CH(OH)CH(OH)CH₂OR¹ (R = H, Br, NO₂; R¹ = H, [(1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptan-1-yl]carbonyl) that depend on the chem. shift differences (Δδ) of the diastereotopic methylene protons (H-3) by ¹H NMR spectroscopy. When using DMSO-d₆ as the preferred solvent, the threo configuration corresponded to a larger Δδ_H3a-H3b value (>0.15 ppm), whereas the erythro configuration (<0.07 ppm) corresponded to a smaller value. Furthermore, the absolute configurations were determined with the aid of a simple acylation reaction through camphanoyl chloride. In the threo enantiomers, the Δδ value of the 1R,2R configuration was <0.15 ppm, and that of the 1S,2S configuration was >0.20 ppm. In the erythro enantiomers, the Δδ value of 1R,2S was >0.09 ppm, and that of 1S,2R was <0.05 ppm. Remarkably, this empirical rule is invalid in CDCl₃. In addition, this method was also verified by a quantum ¹H NMR calculation 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 Application In Synthesis 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

Hasan, Mohammed;Khose, Vaibhav N.;Mori, Tadashi;Borovkov, Victor;Karnik, Anil V. published 《Sui Generis Helicene-Based Supramolecular Chirogenic System: Enantioselective Sensing, Solvent Control, and Application in Chiral Group Transfer Reaction》 in 2017. The article was appeared in 《ACS Omega》. They have made some progress in their research.Synthetic Route of C10H13ClO3 The article mentions the following:

A novel dioxa[6]helicene based supramol. chirogenic system (1) as a specific chiral recognition host for enantiopure trans-1,2- cyclohexanedimaine (2) is reported. The host 1 with inherent free phenolic group and a (1S)-camphanate chiral handle on the opposite terminal rings of helicene chromophore acted as an efficient turn on fluorescent sensor for S,S-2 with an excellent enantioselective factor, α = K_SS / K_RR = 6.3 in benzene. This specific host-guest interaction phenomenon is found to be solvent dependent which leads to an enantioselective chiral (camphanate) group transfer to the diamine guest mol. In the case of R,R-2 the de value is up to 68% even at room temperature Intriguingly, the induced helicity in dioxa[6]helicene diol 6 upon supramol. hydrogen bonding interactions, is of opposite sense with pos. helicity for S,S-2 and neg. helicity for R,R-2, as shown by CD spectroscopy and in combination with theor. calculations This chiral supramol. system is found to be an excellent host-guest pair for enantiomeric recognition of 2, based on their electronic and steric factors. 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 Synthetic Route of C10H13ClO3) 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

Name: (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets)In 2019, Burmistrov, V. V.;D’yachenko, V. S.;Rasskazova, E. V.;Butov, G. M. published 《Synthesis of Bicyclic Isocyanates and Bioisosteric 1,3-Disubstituted Ureas as Soluble Epoxide Hydrolase Inhibitors》. 《Russian Journal of Organic Chemistry》published the findings. The article contains the following contents:

(1S)-1-Isocyanato-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptan-3-one and 2-isocyanatobicyclo[2.2.1]-hept-5-ene were prepared by the Curtius rearrangement reaction from the corresponding carboxylic acids. The synthesized isocyanates were used to synthesize bioisosteric 1,3-disubstituted ureas e.g., I as potential human soluble epoxide hydrolase inhibitors in high yields of 74-93%. 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 Name: (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