488703-60-2

Usage

Uses

Used in Pharmaceutical Industry:
(1S,2S)-Boc-2-aminocyclohexane carboxylic acid is used as a building block for the synthesis of peptides and pharmaceutical intermediates. Its stability and compatibility with standard peptide coupling reagents and procedures make it a valuable component in the development of new drugs and therapeutic agents.
Used in Peptide Synthesis:
(1S,2S)-Boc-2-aminocyclohexane carboxylic acid is used as a protected amino acid in peptide synthesis. The Boc protection group allows for selective reactions and prevents unwanted side reactions, ensuring the successful synthesis of desired peptide sequences.
Used in Research and Development:
(1S,2S)-Boc-2-aminocyclohexane carboxylic acid is utilized in research and development for the exploration of new synthetic routes, the study of peptide structure and function, and the development of novel bioactive compounds with potential applications in medicine and biotechnology.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 610-10-6 (1S,2S)-cyclohexane-1,2-dicarboxylic acid 
• 158414-45-0 (1S,2S)-(+)-2-aminocyclohexane-1-carboxylic acid hydrochloride 
• 488703-61-3 (1S)-trans-2-carbamoyl-cyclohexanecarboxylic acid 

Downstream Products

• 948915-87-5 C₂₃H₄₀N₃O₆ 
• 1032733-34-8 C₄₀H₆₃N₃O₁₂ 
• 1032733-35-9 C₄₂H₆₇N₃O₁₃ 
• 1032733-36-0 C₄₈H₇₁N₃O₁₄ 
• 1032733-37-1 C₃₀H₄₅N₃O₆ 
• 1032733-38-2 Boc-(1S,2S)-ACHC-(S)-β3-HAla-(1S,2S)-ACHC-OMe 
• 1032733-39-3 C₄₇H₇₄N₄O₁₃ 
• 1032733-40-6 Boc-(1S,2S)-ACHC-(1S,2S)-ACHC-(S)-β3-HDOPA[21-C-7]-(1S,2S)-ACHC-OMe 
• 1032733-41-7 C₅₅H₈₂N₄O₁₅ 
• 1032733-42-8 C₃₇H₅₆N₄O₇ 
• 1032733-43-9 C₃₁H₅₂N₄O₇ 
• 1032733-49-5 C₇₄H₁₁₄N₆O₂₁ 
• 1032733-51-9 C₇₈H₁₂₂N₆O₂₃ 
• 1032733-52-0 C₉₀H₁₃₀N₆O₂₅ 

Relevant academic research and scientific papers

Enantiomerically pure β-amino acids: A convenient access to both enantiomers of trans-2-aminocyclohexanecarboxylic acid

Enantiomerically pure trans-2-aminocyclohexanecarboxylic acid is an important building block for helical β-peptides. We report here that this amino acid can be obtained from trans-cyclohexane-1,2-dicarboxylic acid in good yield by a simple one-pot procedure comprising cyclization to the anhydride, amide formation with ammonia, and a subsequent Hofmann-type degradation with phenyliodine(III) bis(trifluoroacetate) (PIFA) as the oxidant. The N-Fmoc- and N-BOC-protected derivatives were obtained by treatment of the amino acid with Fmoc-OSu and BOC2O, respectively. The N-BOC derivative could be prepared in even better overall yield by a one-pot procedure leading directly from trans-cyclohexane-1,2-dicarboxylic acid to the N-BOC-protected amino acid. Both enantiomers of the starting trans-1,2-cyclohexanedicarboxylic acid can be obtained easily and in large quantities by separating commercially available racemic trans-1,2-cyclohexanedicarboxylic acid using either (R)- or (S)-1-phenethylamine. X-ray crystallography of the diastereomerically pure salt obtained from (R)-1-phenethylamine revealed that the configuration of the diacid component is (1R,2R), and not (1S,2S) as reported in the literature. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.