110716-79-5

Basic information

• Product Name: (1R,2R)-trans-2-azidocyclopentanol
• CAS NO: 110716-79-5
• Molecular Weight: 127.146
• Mol File: 110716-79-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (1R,2R)-trans-2-azidocyclopentanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-trans-2-azidocyclopentanol(110716-79-5)
• EPA Substance Registry System: (1R,2R)-trans-2-azidocyclopentanol(110716-79-5)

Safety Data

• Hazardous Substances Data: 110716-79-5(Hazardous Substances Data)

Upstream product

• 88807-02-7 (±)-trans-2-azidocyclopentanol 
• 260065-68-7 (1R,2R)-trans-2-azidocyclopentyl acetate 
• 285-67-6 Cyclopentene oxide 

Downstream Products

• 930-45-0 (1R,2R)-2-aminocyclopentanol 
• 1435876-37-1 C₁₇H₁₉NO₃S₂ 
• 1449419-45-7 (1R,2R)-trans-2-(4-phenoxybenzenesulfonamido)cyclopentyl thiobenzoate 
• 1449418-50-1 (1S,2R)-cis-2-(4-phenoxybenzenesulfonamido)cyclopentanol 
• 260065-79-0 (1S,2R)-cis-2-azidocyclopentanol 
• 721395-15-9 (1S,2R)-2-(N-t-butyloxycarbonylamino)-1-aminocyclopentane 
• 454170-16-2 (1R,2R)-trans-2-(tertbutoxycarbonylamino)cyclopentanol 

Relevant articles and documents

cis-Cyclopentyl PNA (cpPNA) as constrained chiral PNA analogues: stereochemical dependence of DNA/RNA hybridization.

DNA/RNA hybridization studies of PNA-T oligomers with cis-(1S,2R/1R,2S)-cyclopentyl units in the backbone show stereochemistry dependent binding with RNA/DNA discrimination.

Matrix metalloproteinase inhibitors based on the 3-mercaptopyrrolidine core

New series of pyrrolidine mercaptosulfide, 2-mercaptocyclopentane arylsulfonamide, and 3-mercapto-4-arylsulfonamidopyrrolidine matrix metalloproteinase inhibitors (MMPIs) were designed, synthesized, and evaluated. Exhibiting unique properties over other MMPIs (e.g., hydroxamates), these newly reported compounds are capable of modulating activities of several MMPs in the low nanomolar range, including MMP-2 (～2 to 50 nM), MMP-13 (～2 to 50 nM), and MMP-14 (～4 to 60 nM). Additionally these compounds are selective to intermediate- and deep-pocket MMPs but not shallow-pocketed MMPs (e.g., MMP-1, ～850 to >50 000 nM; MMP-7, ～4000 to >25 000 nM). Our previous work with the mercaptosulfide functionality attached to both cyclopentane and pyrrolidine frameworks demonstrated that the cis-(3S,4R)-stereochemistry was optimal for all of the MMPs tested. However, in our newest compounds an interesting shift of preference to the trans form of the mercaptosulfonamides was observed with increased oxidative stability and biological compatibility. We also report several kinetic and biological characteristics showing that these compounds may be used to probe the mechanistic activities of MMPs in disease.

Cr(salen) catalysed asymmetric ring opening reactions of epoxides in room temperature ionic liquids

Cr(salen) catalysed asymmetric ring opening reactions of epoxides with TMSN3 proceed readily in the room temperature ionic liquid 1-butyl-3-methylimidazolium salts ([bmim][X]) with easy catalyst/solvent recycling.