77934-90-8

Basic information

• Product Name: C₃₅H₃₃N₃O₆S₂
• CAS NO: 77934-90-8
• Molecular Weight: 655.796
• Mol File: 77934-90-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₃₅H₃₃N₃O₆S₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₅H₃₃N₃O₆S₂(77934-90-8)
• EPA Substance Registry System: C₃₅H₃₃N₃O₆S₂(77934-90-8)

Safety Data

• Hazardous Substances Data: 77934-90-8(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 68672-45-7 (Z)-2-Hydroxyimino-2-(2-triphenylmethylaminothiazol-4-yl)-acetic acid 
• 80195-36-4 cefdaloxime 

Relevant articles and documents

Synthesis of HR 916 B: The first technically feasible route to the 1-(pivaloyloxy)ethyl esters of cephalosporins

An efficient synthesis of HR 916 B (4), the orally active 1-(RS)-(pivaloyloxy)ethyl prodrug ester of the cephalosporin cefdaloxime, was developed and applied on a multi-kg scale. AMCA (8) was prepared by exchange of the acetoxy group of fermentation product ACA (7) with the nucleophile methanol under acidic conditions. Its 7-amino group was acylated with mixed anhydride 14 to give 15. Carboxylic acid 15 was esterified with iodohydrin ester 27 or bromohydrin ester 30, respectively, to provide the acylal 16. Simultaneous removal of both the amino- and the oximo-protecting group furnished the prodrug HR 916 3, which was purified and stabilized by precipitation of its tosylate salt 4. The overall yield of 4 (ratio 5/6 = 0.65) was 39% relative to AMCA (8) (four steps), 15% relative to ACA (7) (five steps). VCH Verlagsgesellschaft mbH, 1996.