Category: 14602-86-9

On November 15, 2013, Romero-Estudillo, Ivan; Boto, Alicia published an article.Synthetic Route of 14602-86-9 The title of the article was Creating diversity by site-selective peptide modification: A customizable unit affords amino acids with high optical purity. And the article contained the following:

The development of peptide libraries by site-selective modification of a few parent peptides would save valuable time and materials in discovery processes, but still is a difficult synthetic challenge. Herein natural hydroxyproline is introduced as a “convertible” unit for the production of a variety of optically pure amino acids, including expensive N-alkyl amino acids, and to achieve the mild, efficient, and site-selective modification of peptides. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).Synthetic Route of 14602-86-9

The Article related to hydroxyproline amino acid regioselective synthesis tandem radical scission oxidation, oxo homoalanine reductive amination lactamization horner wadsworth emmons reaction, peptide synthesis hydroxyproline reduction alkylation and other aspects.Synthetic Route of 14602-86-9

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

Hurst, Timothy E.; Taylor, Richard J. K. published an article in 2017, the title of the article was A Cu-Catalysed Radical Cross-Dehydrogenative Coupling Approach to Acridanes and Related Heterocycles.Electric Literature of 14602-86-9 And the article contains the following content:

The synthesis of acridanes and related compounds through a Cu-catalyzed radical cross-dehydrogenative coupling of simple 2-[2-(arylamino)aryl]malonates is reported. This method can be further streamlined to a one-pot protocol involving the in situ formation of the 2-[2-(arylamino)aryl]malonate by α-arylation of di-Et malonate with 2-bromodiarylamines under Pd catalysis, followed by Cu-catalyzed cyclization. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).Electric Literature of 14602-86-9

The Article related to acridane derivative preparation, arylaminophenylmalonate preparation dehydrogenative coupling copper catalyst, acridanes, copper, cross‐coupling, dehydrogenation, homogeneous catalysis, nitrogen heterocycles, one‐pot reaction and other aspects.Electric Literature of 14602-86-9

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

On March 28, 2021, Andrade-Sampedro, Paula; Matxain, Jon M.; Correa, Arkaitz published an article.Category: chlorides-buliding-blocks The title of the article was Pd-Catalyzed C(sp2)-H Alkoxycarbonylation of Phenethyl- and Benzylamines with Chloroformates as CO Surrogates. And the article contained the following:

Herein, an unprecedented Pd-catalyzed C(sp2)-H alkoxycarbonylation of phenylalanine derivatives and other amines featuring picolinamide as the directing group (DG) to afford the corresponding alkoxycarbonylated products, e.g., I (R = H, CO2Et), is reported. This oxidative coupling is distinguished by its scalability, operational simplicity, and avoids the use of toxic carbon monoxide as the C1 source. Remarkably, the easy cleavage of the DG enabled the efficient assembly of isoindolinone compounds D. Functional Theory calculations support a PdII/PdIV catalytic cycle. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).Category: chlorides-buliding-blocks

The Article related to alkoxycarbonylated phenylalanine derivative site selective preparation, phenylalanine chloroformate alkoxycarbonylation palladium catalyst, c−h functionalization, dft calculations, alkoxycarbonylation, benzylamine, phenylalanine and other aspects.Category: chlorides-buliding-blocks

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

On December 15, 2012, Isherwood, Matthew L.; Guzzo, Peter R.; Henderson, Alan J.; Hsia, Ming Min; Kaur, Jagjit; Nacro, Kassoum; Narreddula, Venkateswara R.; Panduga, Shailaja; Pathak, Rashmi; Shimpukade, Bharat; Tan, Valentina; Xiang, Kai; Qiang, Zhu; Ghosh, Animesh published an article.Quality Control of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate The title of the article was An efficient synthesis of (7S,10R)-2-bromo-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole: application in the preparation and structural confirmation of a potent 5-HT6 antagonist. And the article contained the following:

(7S,10R)-5-Methyl-2-((3-(trifluoromethyl)phenyl)sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole I is a potent 5-HT6 antagonist (h5-HT6Ki = 1.5 nM) which is derived from an epiminocyclohept[b]indole scaffold. In order to synthesize I on a multi-gram scale to support advanced biol. testing, an efficient chiral resolution of the intermediate tert-Bu 2-bromo-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-11-carboxylate II was developed. After derivatizing II with (1R)-(-)-menthyl chloroformate it was found that a single diastereomer III could be isolated by selective precipitation from n-hexane. The absolute stereochem. of III was determined by X-ray crystallog. and the structure was confirmed as (7S,10R)-tert-Bu 2-bromo-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-11-carboxylate. Removal of the chiral auxiliary under basic conditions afforded intermediate II in >99% enantiomeric purity and with 80% yield based on recovery from the racemic compound II. Intermediate enantiomer II was used successfully to synthesize 5-HT6 antagonist I on a multi-gram scale. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).Quality Control of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate

The Article related to methyltrifluoromethylphenylsulfonylhexahydroepiminocycloheptaindole preparation chem resolution, substitution hydrolysis, butylbromohexahydroepiminocycloheptaindolecarboxylate menthyl chloroformate separation hydrolysis methylation and other aspects.Quality Control of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate

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

On May 4, 2020, Maeda, Chihiro; Nagahata, Keiji; Shirakawa, Takuma; Ema, Tadashi published an article.Related Products of 14602-86-9 The title of the article was Azahelicene-Fused BODIPY Analogues Showing Circularly Polarized Luminescence. And the article contained the following:

Helical carbazole-based BODIPY analogs I (X = O, S; Y = F or YY = 1,1′-binaphthalene-2,2′-diolato; R = H, RR = benzo) were readily synthesized via aza[7]helicenes. The structures of azahelicene-incorporated BF2 dyes were elucidated by x-ray diffraction anal. DFT calculations revealed that the π-conjugated system expanded from the helicene moiety to the BODIPY framework. The azahelicene-fused boron complexes showed the Cotton effects and the circularly polarized luminescence (CPL) in the visible region. Furthermore, an axially chiral binaphthyl group was attached to the helically chiral dyes, which enhanced the chiroptical properties. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).Related Products of 14602-86-9

The Article related to bodipy azahelicene boron preparation benzothiazole benzoxazole derivative resolution, cd fluorescence cotton effect azahelicene benzothiazole benzoxazole bodipy, crystal structure bodipy azahelicene boron benzothiazole benzoxazole complex and other aspects.Related Products of 14602-86-9

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

On February 15, 2016, Cha, Eunju; Kim, Sohee; Lee, Kang Mi; Kim, Ho Jun; Kim, Ki Hun; Kwon, Oh-Seung; Park, Ki Duk; Lee, Jaeick published an article.SDS of cas: 14602-86-9 The title of the article was Relationship between chromatographic resolution and amide structure of chiral 2-hydroxy acids as O-(-)-menthoxycarbonylated diastereomeric derivatives for enantiomeric separation on achiral gas chromatography. And the article contained the following:

The relation between chromatog. resolution and amide structure of chiral 2-hydroxy acids as O-(-)-menthoxycarbonylated diastereomeric derivatives on achiral gas chromatog. was studied to elucidate the best diastereomeric conformation for enantiomeric separation of chiral 2-hydroxy acids. Thirteen chiral 2-hydroxy acids were converted into nine different diastereomeric O-(-)-menthoxycarbonylated amide derivatives using the primary, secondary and cyclic amines to achieve complete enantiomeric separation through an achiral column. Each enantiomeric pair of 2-hydroxy acids as O-(-)-menthoxycarbonylated tert-butylamide derivatives was resolved on both the DB-5 and DB-17 columns with resolution factors ranging from 1.7 to 4.8 and 1.7 to 3.4, resp. The structure of the amide moiety is shown to significantly affect chromatog. resolution O-(-)-menthoxycarbonylated tert-butylamide derivatives are the best diastereomeric conformations for enantiomeric separation of 2-hydroxy acids. When comparing with the authors’ previous O-trifluoroacetylated(-)-menthyl ester derivatization method, the present results suggested that size differences between groups attached to the chiral center and conformational rigidity can have stronger effects on resolution than the distance between chiral centers. The elution of R- and S-stereoisomers was affected by the class of amine; i.e., primary, secondary, or cyclic, regardless of the substituents on the amine group, the structure of the 2-hydroxy acid, and the polarity of the column. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).SDS of cas: 14602-86-9

The Article related to hydroxycarboxylic acid enantiomer resolution derivation achiral gc, amide structure chiral hydroxy acid menthoxycarbonylated diastereomeric derivative gc, (−)-menthoxycarbonylated tert-butylamides, 2-hydroxy acids, enantiomeric separation and other aspects.SDS of cas: 14602-86-9

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

On May 6, 2016, Vincent, Adrien; Deschamps, Damien; Martzel, Thomas; Lohier, Jean-Francois; Richards, Christopher J.; Gaumont, Annie-Claude; Perrio, Stephane published an article.SDS of cas: 14602-86-9 The title of the article was Enantiomerically Pure [2.2]Paracyclophane-4-thiol: A Planar Chiral Sulfur-Based Building Block Readily Available by Resolution with an Amino Acid Chiral Auxiliary. And the article contained the following:

Acyl chloride of N-phthaloyl-(S)-isoleucine is an efficient chiral auxiliary for the resolution of (±)-[2.2]paracyclophane-4-thiol. A preparative protocol, based on the conversion into diastereoisomeric thiolesters and separation by two fractional crystallizations and column chromatog., was developed. Deprotection with LiAlH4 allowed isolation of the individual thiol enantiomers in good yield (∼40%) and high enantiomeric purity (ee >93%). The absolute configurations were determined by comparison of the optical rotation value of the products with literature data and were confirmed by X-ray crystallog. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).SDS of cas: 14602-86-9

The Article related to chiral paracyclophane thiol preparation resolution amino acid auxiliary, acyl chloride phthaloyl isoleucine auxiliary preparation paracyclophane resolution, crystal mol structure paracyclophane thiol, phthaloyl leucine auxiliary preparation crystal mol structure and other aspects.SDS of cas: 14602-86-9

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

On March 23, 2022, Varkhedkar, Rajesh; Yang, Fan; Dontha, Rakesh; Zhang, Jianglin; Liu, Jiyong; Spingler, Bernhard; van der Veen, Stijn; Duttwyler, Simon published an article.HPLC of Formula: 14602-86-9 The title of the article was Natural-Product-Directed Catalytic Stereoselective Synthesis of Functionalized Fused Borane Cluster-Oxazoles for the Discovery of Bactericidal Agents. And the article contained the following:

The identification of an alternative chem. space to address the global challenge posed by emerging antimicrobial resistance is very much needed for the discovery of novel antimicrobial lead compounds B clusters are currently being explored in drug discovery due to their unique steric and electronic properties. However, the challenges associated with the synthesis and derivatization techniques of these compounds have limited their utility in the rapid construction of a library of mols. for screening against various biol. targets as an alternative mol. platform. Herein, the authors report a transition-metal-catalyzed regioselective direct B-H alkylation-annulation of the closo-dodecaborate anion with natural products such as menthol and camphor as the directing groups. This method allowed the rapid construction of a library of 1,2,3-trisubstituted clusters, which were evaluated in terms of their antibacterial activity against WHO priority pathogens. Several of the synthesized dodecaborate derivatives displayed medium- to high-level bactericidal activity against Gram-pos. and Gram-neg. bacteria. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).HPLC of Formula: 14602-86-9

The Article related to mentholdiboraoxazole fused carborane preparation antibacterial activity, crystal structure mentholdiboraoxazole fused carborane, mol structure mentholdiboraoxazole fused carborane, rhodium catalyzed regioselective alkylation annulation dodecaborate anion styrene derivative and other aspects.HPLC of Formula: 14602-86-9

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

On June 3, 2016, Castanheiro, Thomas; Suffert, Jean; Gulea, Mihaela; Donnard, Morgan published an article.Application of 14602-86-9 The title of the article was Aerobic Copper-Mediated Domino Three-Component Approach to 2-Aminobenzothiazole Derivatives. And the article contained the following:

N-(2-Benzothiazolyl)amides were prepared by the three-component reactions of 2,2′-diaminodiaryl disulfides (or the hydrochloride of an aminotrifluoromethylbenzenethiol), copper cyanide, and acyl, dimethylthiocarbamoyl, or L-menthyloxyformyl chlorides, Boc anhydride, and Ph isocyanate using an oxidative copper-mediated S-cyanation as a key step followed by cyclization and acylation. The reaction proceeds by a mechanism involving an intermol. migration of the acyl group, as scrambling of acyl groups in reactions of acylaminophenyl disulfides was found. The structure of N-(2-benzothiazolyl)-2,5-difluorobenzamide was determined by X-ray crystallog. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).Application of 14602-86-9

The Article related to benzothiazolyl amide chemoselective preparation, copper cyanide aminoaryl disulfide thiol acyl chloride chemoselective reaction, oxidative cyanation cyclization acylation reaction copper cyanide aminoaryl disulfide, fluorobenzamide benzothiazolyl mol crystal structure and other aspects.Application of 14602-86-9

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

On May 6, 2016, Vincent, Adrien; Deschamps, Damien; Martzel, Thomas; Lohier, Jean-Francois; Richards, Christopher J.; Gaumont, Annie-Claude; Perrio, Stephane published an article.SDS of cas: 14602-86-9 The title of the article was Enantiomerically Pure [2.2]Paracyclophane-4-thiol: A Planar Chiral Sulfur-Based Building Block Readily Available by Resolution with an Amino Acid Chiral Auxiliary. And the article contained the following:

Acyl chloride of N-phthaloyl-(S)-isoleucine is an efficient chiral auxiliary for the resolution of (±)-[2.2]paracyclophane-4-thiol. A preparative protocol, based on the conversion into diastereoisomeric thiolesters and separation by two fractional crystallizations and column chromatog., was developed. Deprotection with LiAlH4 allowed isolation of the individual thiol enantiomers in good yield (∼40%) and high enantiomeric purity (ee >93%). The absolute configurations were determined by comparison of the optical rotation value of the products with literature data and were confirmed by X-ray crystallog. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).SDS of cas: 14602-86-9

The Article related to chiral paracyclophane thiol preparation resolution amino acid auxiliary, acyl chloride phthaloyl isoleucine auxiliary preparation paracyclophane resolution, crystal mol structure paracyclophane thiol, phthaloyl leucine auxiliary preparation crystal mol structure and other aspects.SDS of cas: 14602-86-9

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