137170-89-9

Usage

Uses

Used in Pharmaceutical Synthesis:
(1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid is utilized as a crucial intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the creation of complex molecules with potential therapeutic applications, contributing to the development of novel treatments for a range of diseases.
Used in Organic Chemistry Research:
In the realm of organic chemistry, (1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid serves as a valuable research tool. Its distinctive properties make it suitable for exploring new reaction pathways and mechanisms, furthering our understanding of organic chemistry and paving the way for innovative synthetic strategies.
Used in Drug Development:
(1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid is employed as a fundamental component in drug development. Its incorporation into the molecular structures of potential drugs can enhance their efficacy, selectivity, and pharmacokinetic properties, ultimately leading to the creation of more effective therapeutic agents.
Used in the Development of Novel Therapeutics:
(1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid holds promise in the development of new drugs for the treatment of various diseases. Its unique structural features can be leveraged to design molecules with improved binding affinities, selectivity, and pharmacological profiles, offering hope for the treatment of currently untreatable or poorly managed conditions.

InChI:InChI=1/C11H19NO4/c1-11(2,3)16-10(15)12-8-6-4-5-7(8)9(13)14/h7-8H,4-6H2,1-3H3,(H,12,15)(H,13,14)/t7-,8+/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 64191-14-6 cis-2-amino-1-cyclopentane-carboxylic acid 
• 136315-70-3 (±)-cis-2-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid 
• 57043-00-2 (1RS,2SR)-cispentacin 

Downstream Products

• 1105702-25-7 tert-butyl (1R,2S)-2-((S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidine-1-carbonyl)cyclopentylcarbamate 
• 494209-39-1 C₆H₁₂N₂O*(x)ClH 
• 1422422-14-7 tert-butyl ((1R,2S)-2-((2-amino-4-bromophenyl)carbamoyl)cyclopentyl)carbamate 
• 1422422-15-8 tert-butyl ((1R,2S)-2-((2-amino-5-bromophenyl)carbamoyl)cyclopentyl)carbamate 
• 1422422-17-0 tert-butyl ((1R,2S)-2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-benzo[d]imidazol-2-yl)cyclopentyl)carbamate 

Relevant academic research and scientific papers

Amipurimycin: Total Synthesis of the Proposed Structures and Diastereoisomers

The proposed diastereoisomers (1 a–d) together with their C8′-epimers (1 e–h) of amipurimycin, a unique antifungal peptidyl nucleoside antibiotic, have been synthesized for the first time. The synthetic approach is efficient and stereodivergent, and features a stereoselective aldol condensation to build the branched C9 sugar amino acid skeleton and a regio- and stereocontrolled gold(I)-catalyzed N-glycosylation to furnish the purine nucleoside. Analysis of the NMR data suggests that the previously assigned configuration of the tertiary C3′ in amipurimycin should be of opposite configuration.

PIPERIDINE DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY

The present application describes modulators of MIP-1 of formula (I) : or stereoisomers or pharmaceutically acceptable salts thereof, wherein m, Q, T, W, Z, R1, R3, R4, R5, R5a and R5b, are as set forth above. In addition, methods of treating and preventing inflammatory diseases such as asthma and allergic diseases, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis using the modulators are disclosed.

Synthesis of enantiomerically pure cis and trans 2-aminocyclopentanecarboxylic acids. Use of proline replacements in potential HIV-protease inhibitors

The synthesis of the four diastereomeric 2-aminocyclopentanecarboxylic acids, their use as replacements for proline in potential HIV protease inhibitors containing a hydroxyethylamine dipeptide isostere and the evaluation of the biological activity of these is described.