76646-89-4

Basic information

• Product Name: (pivaloyloxy)methyl 6α-bromopenicillanate S,S-dioxide
• Synonyms: (pivaloyloxy)methyl 6α-bromopenicillanate S,S-dioxide
• CAS NO: 76646-89-4
• Molecular Weight: 426.285
• Mol File: 76646-89-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (pivaloyloxy)methyl 6α-bromopenicillanate S,S-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: (pivaloyloxy)methyl 6α-bromopenicillanate S,S-dioxide(76646-89-4)
• EPA Substance Registry System: (pivaloyloxy)methyl 6α-bromopenicillanate S,S-dioxide(76646-89-4)

Safety Data

• Hazardous Substances Data: 76646-89-4(Hazardous Substances Data)

Upstream product

• 76454-57-4 (pivaloyloxy)methyl 6,6-dibromopenicillanate S,S-dioxide 

Downstream Products

• 87375-18-6 Pivaloyloxymethyl 6-alpha-(Benzyloxycarbonylaminomethyl)penicillanate 1,1-Dioxide 
• 69388-79-0 (S)-3,3-Dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester 

Relevant articles and documents

Stereoselective Reduction of (Pivaloyloxy)methyl Mixed 6,6-Dihalogenopenicillanates and their (1R)-Sulphoxides and Sulphones by Tributyltin Hydride.

Treatment of (pivaloyloxy)methyl (Pom) 6,6-dihalogenopenicillanates (1-4) and their corresponding sulphones (9-12) with tributyltin hydride under free-radical conditions results in mixture of products in which the 6β-halogeno isomers predominate.In contrast, Pom 6,6-dihalogenopenicillanate (1R)-S-oxides (5-7) under the same conditions react to yield exclusively their corresponding 6α-halogenopenicillanate (1R)-S-oxides.The causative factors which appear to underlie the chemo- and diastereo-selectivity of the reaction are discussed.