24716-93-6

Basic information

• Product Name: (1S,2S)-2-AMINOCYCLOHEXANECARBOXYLIC ACID
• Synonyms: (1S,2S)-2-AMINOCYCLOHEXANECARBOXYLIC ACID;Cyclohexanecarboxylic acid, 2-aMino-, (1S,2S)- (9CI);trans-(1S,2S)-2-Aminocyclohexanecarboxylic acid;(1S,2S)-2-Aminocyclohexanecarboxylic Acid
• CAS NO: 24716-93-6
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.18
• Product Categories: Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry
• Mol File: 24716-93-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 0°C
• Boiling Point: 0°C
• Flash Point: 0°C
• Appearance: /
• Density: 1.133 g/cm³
• Vapor Pressure: 0.00103mmHg at 25°C
• Refractive Index: 76.5 ° (C=1, H2O)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.77±0.28(Predicted)
• Water Solubility: Soluble in water.
• CAS DataBase Reference: (1S,2S)-2-AMINOCYCLOHEXANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-2-AMINOCYCLOHEXANECARBOXYLIC ACID(24716-93-6)
• EPA Substance Registry System: (1S,2S)-2-AMINOCYCLOHEXANECARBOXYLIC ACID(24716-93-6)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 24716-93-6(Hazardous Substances Data)

Usage

Uses

(1S,2S)-2-Aminocyclohexanecarboxylic acid is used in the preparation of enantiomerically pure beta-amino acids. It is also involved in the synthesis of mono and dihydroxylated derivatives of 2-aminocyclohexanecarboxylic acid by Diels-Alder adduct of ethyl(E)-3-nitroacrylate and furan.

InChI:InChI=1/C7H13NO2/c8-6-4-2-1-3-5(6)7(9)10/h5-6H,1-4,8H2,(H,9,10)/t5-,6-/m0/s1

Upstream product

• 233661-54-6 (1R,2R)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid 
• 367953-71-7 (1R,2R)-trans-2-(N,N-dibenzyl)amino-1-cyclohexanol 
• 267230-48-8 (1R,2R)-2-(benzyloxycarbonylamino)cyclohexylcarboxylic acid 
• 26693-58-3 (-)-(R,R)-N-benzoyl-trans-2-aminocyclohexanecarboxylic acid 
• 1655-06-7 (1R,2S)-ethyl 2-hydroxycyclohexanecarboxylate 
• 1379691-07-2 (1S,2S)-2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylic acid 
• 1379691-05-0 (1R,2S)-ethyl 2-(N-benzyl-N-((S)-α-methylbenzyl)amino)cyclohexanecarboxylate 
• 1617-22-7 cyclohex-1-enecarboxylic acid ethyl ester 
• 1315564-11-4 ethyl 2-(4-methylbenzenesulfonyloxy)cyclohexanecarboxylate 
• 488703-60-2 (1S,2S)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid 
• 610-10-6 (1S,2S)-cyclohexane-1,2-dicarboxylic acid 
• 29586-50-3 (+)-(S,S)-N-benzoyl-trans-2-aminocyclohexanecarboxylic acid 
• 16524-13-3 (+/-)-N-benzoyl-trans-2-aminocyclohexane-carboxylic acid 
• 932743-70-9 (1S,2S)-2-benzyloxycarbonylaminocyclohexane-1-carboxylic acid methyl ester 

Downstream Products

• 1379691-06-1 (1S,2S)-2-(benzothiazol-2-ylamino)cyclohexylmethanol 
• 213993-31-8 (1S,2S)-2-amino-cyclohexylmethanol 
• 1259279-46-3 (1S,2S)-2-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-N-ethylcyclohexanecarboxamide 
• 1654-67-7 (1R)-trans-2-hydroxy-cyclohexanecarboxylic acid 
• 1259278-91-5 (1S,2S)-2-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)cyclohexanecarboxylic acid 
• 956325-28-3 tert-butyl ((1S,2S)-2-formylcyclohexyl)carbamate 
• 956325-23-8 tert-butyl ((1S,2S)-2-(hydroxymethyl)cyclohexyl)carbamate 

Relevant articles and documents

Catalytic enantioselective desymmetrization of meso-N-acylaziridines with TMSCN

A catalytic enantioselective desymmetrization of meso-N-p-nitrobenzoylaziridines with TMSCN was developed using a chiral gadolinium catalyst generated from Gd(OiPr)3 and d-glucose-derived ligand 1. In this reaction, the addition of a

Isothiourea-mediated asymmetric O- to C-carboxyl transfer of oxazolyl carbonates: Structure-selectivity profiles and mechanistic studies

The structural motif within a series of tetrahydropyrimidine-based isothioureas necessary for generating high asymmetric induction in the asymmetric Steglich rearrangement of oxazolyl carbonates is fully explored, with crossover and dynamic 19F NMR experiments used to develop a mechanistic understanding of this transformation. Copyright

Synthesis and characterisation of helical β-peptide architectures that contain (S)-β3-HDOPA(crown ether) derivatives

A new set of β-amino acids that carry various crown ether receptors on their side chains of the general formula (S)-β3-HDOPA(crown ether) (HDOPA: homo-3,4-dihydroxyphenylalanine; (crown ether): [15]crown-5 ([15-C-5]), [18]crown-6 ([18-C-6]), [21]crown-7 ([21-C-7]), 1,2-Benzo-[24]crown- 8 ([Benzo-24-C-8]) and (R)-Binol-[20]crown-6 ([(R)-Binol-20-C-6])) was prepared. Peptides that are based on these new crowned β-amino acids combined with (1S,2S)-ACHC (2-aminocyclohexanecarboxylic acid), which is known to be a potent 314-helix inducer, to the hexamer level, with two crowned residues at the i and i+3 posi_tions of the main-chain, were synthesized in solution by stepwise coupling using Boc-Na-protection (Boc: tert-butoxycarbonyl) and the EDC/HOAt Cactivation method. Their conformational analysis was performed by using FTIR absorption, NMR and CD spectroscopy techniques. Our results are in full agreement with a 314-helix conformation.