Fozivudine tidoxil, BM-21.1290

福齐夫定替酯Chemical Name: 3'-Azido-3'-deoxy-5'-O-[2-decyloxy-3-(dodecylthio)propoxy-hydroxyphosphoryl]thymidine
CAS No. 141790-23-0
项目整合开发状态: Phase II
项目研究机构: Roche (Originator)
合成路线:Treatment of 2-decyloxy-3-(dodecylmercapto)-1-propanol (I) with phosphorus oxychloride in the presence of Et3N gave the intermediate dichlorophosphate ester (II).This was subsequently condensed with 3'-deoxy-3'-azidothymidine (AZT) (III) to produce,after aqueous hydrolysis,the target phosphate diester.The title diester was alternatively obtained by the phospholipase D-catalyzed condensation of AZT (III) with the choline monophosphate ester (IV).

合成路线:In a further procedure,the monophosphate ester of 3-dodecylmercapto-2-decyloxy-1-propanol (V) was directly condensed with AZT employing DCC as the coupling reagent.A related method involved previous activation of (V) as the mixed anhydride with benzenesulfonyl chloride or triisopropylbenzenesulfonyl chloride in the presence of pyridine.