173464-46-5

Basic information

• Product Name: (1S,4R)-4-Azido-1-benzoyloxycyclopent-2-ene
• Synonyms: (1S,4R)-4-Azido-1-benzoyloxycyclopent-2-ene
• CAS NO: 173464-46-5
• Molecular Weight: 229.238
• Mol File: 173464-46-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,4R)-4-Azido-1-benzoyloxycyclopent-2-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4R)-4-Azido-1-benzoyloxycyclopent-2-ene(173464-46-5)
• EPA Substance Registry System: (1S,4R)-4-Azido-1-benzoyloxycyclopent-2-ene(173464-46-5)

Safety Data

• Hazardous Substances Data: 173464-46-5(Hazardous Substances Data)

Upstream product

• 4157-02-2 cis 2-cyclopentene 1,4-dibenzoate 

Downstream Products

• 173464-48-7 (1S,4R)-1-Benzoyloxy-4-tert-butyloxycarbamoylcyclopent-2-ene 
• 168683-02-1 (1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate 
• 1400583-12-1 (1S,4R)-4-tert-Butoxycarbamoyl-1-methoxycarbonylcyclopentane 
• 168960-18-7 (1R,4S)-N-(tert-Butyloxycarbonyl)-1-amino-4-(hydroxymethyl)-2-cyclopentene 
• 173654-41-6 (1S,2R*,3R*,4R)-4-Azido-1-benzoyloxycyclopentane-2,3-diol 

Relevant articles and documents

An Enantioselective Synthesis of cis-4-tert-Butoxycarbamoyl-1-methoxycarbonyl-2-cyclopentene - A Useful, General Building Block

The amino acid derivative in the title represents an important building block for the synthesis of a number of biologically important targets such as the antiviral carbanucleosides and amidinomycin.By using asymmetric palladium-catalyzed desymmetrization of meso-2-ene-1,4-diols, cis-1,4-dibenzoyloxy-2-cyclopentene can be converted to the enantiomerically pure title compound in only four steps.Chemoselective ester reduction allows entry into the domain of carbanucleosides, whereas double-bond reduction provides the precursor for amidinomycin.In an ancillary study, a facile diastereoselective cis-hydroxylation provides aminocyclopentitols, compounds that have proven to be potent glycosidase inhibitors. - Keywords: allylic substrates; amidinomycin; asymmetric syntheses; carbanucleosides; palladium catalysts