305796-43-4

Basic information

• Product Name: (2S,5R,6R)-3,3-dimethyl-4,4,7-trioxo-6-(2-hydroxylimino-ethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester
• Synonyms: (2S,5R,6R)-3,3-dimethyl-4,4,7-trioxo-6-(2-hydroxylimino-ethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester
• CAS NO: 305796-43-4
• Molecular Weight: 456.519
• Mol File: 305796-43-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,5R,6R)-3,3-dimethyl-4,4,7-trioxo-6-(2-hydroxylimino-ethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R,6R)-3,3-dimethyl-4,4,7-trioxo-6-(2-hydroxylimino-ethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester(305796-43-4)
• EPA Substance Registry System: (2S,5R,6R)-3,3-dimethyl-4,4,7-trioxo-6-(2-hydroxylimino-ethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester(305796-43-4)

Safety Data

• Hazardous Substances Data: 305796-43-4(Hazardous Substances Data)

Upstream product

• 305796-41-2 (2S,5R,6R)-6-bromo-3,3-dimethyl-4,4,7-trioxo-6-(2-propenyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester 
• 176220-76-1 (2S,5R,6R)-3,3-dimethyl-4,4,7-trioxo-6-(2-propenyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester 
• 24158-88-1 6,6-dibromopenicillanic acid 
• 81324-43-8 (2S,5R)-6,6-dibromo-3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester 
• 76646-91-8 6,6-dibromopenicillanic acid-1,1-dioxide 
• 305796-42-3 (2S,5R,6R)-3,3-dimethyl-4,4,7-trioxo-6-(2-oxo-ethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester 

Downstream Products

• 305796-45-6 (2S,5R,6R)-3,3-Dimethyl-4,4,7-trioxo-6-oxycyanomethyl-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 305796-51-4 [2S,5R,6R]-3,3-dimethyl-4,4,7-trioxo-6-(5-methoxycarbonyl-isoxazol-3-ylmethyl)-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester 
• 305796-58-1 [2S,5R,6R]-3,3-dimethyl-4,4,7-trioxo-6-(5-benzoyl-isoxazol-3-ylmethyl)-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl 
• 305796-60-5 [2S,5R,6R]-3-(2-benzhydroxycarbonyl-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]hept-6-ylmethyl)-isoxazole-4,5-dicarboxylic acid dimethyl ester 
• 305796-55-8 [2S,5R,6R]-3,3-dimethyl-4,4,7-trioxo-6-[6-(4-methylphenylsulfonyl)-isoxazol-3-ylmethyl]-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl 

Relevant articles and documents

Dipolar cycloaddition of novel 6-(nitrileoxidomethyl) penam sulfone: an efficient route to a new class of beta-lactamase inhibitors.

6-(Nitrileoxidomethyl) penam sulfone intermediate was prepared in a few steps starting from commercially available (+)-6-aminopenicillanic acid. This intermediate underwent smooth 1, 3-dipolar cycloaddition reactions with various alkenes and alkynes to give cycloadducts in moderate to good yields. By this new method, several potent beta-lactamase inhibitors were synthesized. The regio- and stereoselectivity outcomes of the cycloaddition process are also discussed.