41128-81-8Relevant articles and documents
Enzymatic deprotection of the cephalosporin 3′-acetoxy group using Candida antarctica lipase B
Patterson, Leslie D.,Miller, Marvin J.
supporting information; experimental part, p. 1289 - 1292 (2010/04/29)
(Chemical Equation Presented) Cephalosporins remain one of themost important classes of antibiotics. A useful site for derivatization involves generation of and chemistry at the 3′-hydroxymethyl position. While 3′-acetoxymethyl-substituted cephalosporins are readily available, deacetylation to access the free 30-hydroxymethyl group is problematic when the carboxylic acid is protected as an ester. Herein we report that this important transformation has been efficiently accomplished using Candida antarctica lipase B. Although this transformation is difficult to carry out using chemical methods, the enzymatic deacetylation has been successful on gram scale, when the cephalosporin is protected as either the benzhydryl or tert-butyl esters and on the corresponding sulfoxide and sulfone of the tert-butyl ester.
STUDIES ON THE SYNTHESES OF HETEROCYCLIC COMPOUNDS AND NATURAL PRODUCTS. PART 1007. SYNTHETIC STUDIES ON CEPHALOSPORIN DERIVATIVES : AN EFFECTIVE AMIDE FORMATION REACTION
Kametani, Tetsuji,Sekine, Hiroyasu,Honda, Toshio
, p. 1577 - 1580 (2007/10/02)
An effective amide formation reaction at the C7-position of 7-aminocephalosporanic acid benzhydryl ester has been achieved by the adoption of Mukaiyama's procedure with a slight modification.
