137170-89-9

Basic information

• Product Name: (1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid
• Synonyms: (1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid;(1S,2R)-2-(Boc-amino)cyclopentanecarboxylic Acid;(1S,2R)-cis-2-(Boc-Amino)cyclopentanecarboxylic acid;Cis-(1S,2R)-2-((tert-butoxycarbonyl)aMino)cyclopentanecarboxylic acid
• CAS NO: 137170-89-9
• Molecular Formula: C₁₁H₁₉NO₄
• Molecular Weight: 229.27286
• Mol File: 137170-89-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 382.5°C at 760 mmHg
• Flash Point: 185.1°C
• Appearance: /
• Density: 1.15
• Vapor Pressure: 6.55E-07mmHg at 25°C
• Refractive Index: 1.495
• Storage Temp.: 2-8°C
• PKA: 4.53±0.40(Predicted)
• CAS DataBase Reference: (1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid(137170-89-9)
• EPA Substance Registry System: (1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid(137170-89-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 137170-89-9(Hazardous Substances Data)

Usage

General Description

The chemical (1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid is a compound with the molecular formula C12H21NO4. It is a derivative of cyclopentane carboxylic acid with a tert-butoxycarbonylamino group attached to the 2-position. (1S,2R)-2-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid is commonly used as a building block in the synthesis of various pharmaceuticals and biologically active compounds. Its unique structure and properties make it suitable for use in organic chemistry research and drug development. Additionally, it has potential applications in the development of novel drugs for the treatment of various diseases.

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

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

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 articles and documents

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.

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.