551964-49-9

Basic information

• Product Name: Carbamic acid, [(1R,3S)-3-formylcyclopentyl]-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, [(1R,3S)-3-formylcyclopentyl]-, 1,1-dimethylethyl ester (9CI)
• CAS NO: 551964-49-9
• Molecular Formula: C₁₁H₁₉NO₃
• Molecular Weight: 213.27346
• Product Categories: N-BOC
• Mol File: 551964-49-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Carbamic acid, [(1R,3S)-3-formylcyclopentyl]-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1R,3S)-3-formylcyclopentyl]-, 1,1-dimethylethyl ester (9CI)(551964-49-9)
• EPA Substance Registry System: Carbamic acid, [(1R,3S)-3-formylcyclopentyl]-, 1,1-dimethylethyl ester (9CI)(551964-49-9)

Safety Data

• Hazardous Substances Data: 551964-49-9(Hazardous Substances Data)

Upstream product

• 261165-05-3 (1S,3R)-3-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid 
• 347185-68-6 tert-butyl ((1R,3S)-3-(hydroxymethyl)cyclopentyl)carbamate 

Downstream Products

• 551964-52-4 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic acid tert-butyl ester 
• 551964-51-3 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-(4-methoxy-benzylamino)-propionic acid tert-butyl ester 

Relevant articles and documents

Conformationally restricted analogs of deoxynegamycin

Deoxynegamycin (1b) is a protein synthesis inhibitor with activity against Gram-negative (GN) bacteria. A series of conformationally restricted analogs were synthesized to probe its bioactive conformation. Indeed, some of the constrained analogs were found to be equal or better than deoxynegamycin in protein synthesis assay (1b, IC50=8.2μM; 44, IC 50=6.6μM; 35e2, IC50=1μM). However, deoxynegamycin had the best in vitro whole cell antibacterial activity (Escherichia coli, MIC=4-16μg/mL; Klebsiella pneumoniae, MIC=8μg/mL) suggesting that other factors such as permeation may also be contributing to the overall whole cell activity. A new finding is that deoxynegamycin is efficacious in an E. coli murine septicemia model (ED50=4.8mg/kg), providing further evidence of the favorable in vivo properties of this class of molecules.