176657-00-4

Basic information

• Product Name: (2S,5R,6R)-6-(2-Benzyloxycarbonylamino-ethanesulfonylamino)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester
• Synonyms: (2S,5R,6R)-6-(2-Benzyloxycarbonylamino-ethanesulfonylamino)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester
• CAS NO: 176657-00-4
• Molecular Weight: 533.58
• Mol File: 176657-00-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,5R,6R)-6-(2-Benzyloxycarbonylamino-ethanesulfonylamino)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R,6R)-6-(2-Benzyloxycarbonylamino-ethanesulfonylamino)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester(176657-00-4)
• EPA Substance Registry System: (2S,5R,6R)-6-(2-Benzyloxycarbonylamino-ethanesulfonylamino)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester(176657-00-4)

Safety Data

• Hazardous Substances Data: 176657-00-4(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 136027-16-2 N-Benzyloxycarbonyl-taurine sodium salt 
• 52530-50-4 benzyl (2-(chlorosulfonyl)ethyl)carbamate 
• 176656-99-8 (2S,5R,6R)-6-(2-Benzyloxycarbonylamino-ethanesulfonylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester 

Relevant articles and documents

Design and synthesis of a bifunctional label for selection of β-lactamase displayed on filamentous bacteriophage by catalytic activity

A bifunctional activity label 1c has been constructed for the selection of active β-lactamases displayed on filamentous bacteriophage. It features an original 6-sulfonylamido-penam sulfone moiety, as β-lactamase suicide-inhibitor, and a biotinyl residue, for separation by affinity chromatography, connected through a linker including a cleavable disulfide bond. The inhibitor 28 resulted from coupling of methoxymethyl 6-aminopenicillinate 8 with N-protected (aminoethoxy)ethoxyethanesulfonyl chloride 23, followed by oxidation into the corresponding sulfone 25, and usual deprotections. The biotinyl ester 32 reacted with 3-(2-aminoethyldithio)propanoic acid 31 as linker, to give 33 which was further activated as pentafluorophenol ester 34b. Final coupling of the building blocks 28 and 34b gave the target label 1c.