Azidothymidine, Zidovudine, Cpd S, AZT, BW-A509U, AZTEC, Retrovir-药物合成数据库

【药物名称】Azidothymidine, Zidovudine, Cpd S, AZT, BW-A509U, AZTEC, Retrovir

化学结构式(Chemical Structure):

参考文献No.	53066
标题:	BW-A 509 U
作者:	Casta馿r, J.; Prous, J.
来源:	Drugs Fut 1986,11(12),1017

合成路线图解说明: 1) The mesylation of 5'-O-tritylthymidine with mesyl chloride gives the corresponding 3'-O-mesyl derivative (II), which is cyclized by means of potassium phthalimide (III) in hot DMF water, yielding 5'-O-trityl-2,3'-anhydrothymidine (IV). The reaction of (IV) with sodium azide in refluxing DMF - water affords 5'-O-trityl-3'-azido-3'-deoxy thymidine (V), which is finally deprotected with 80% aqueous acetic acid at 100 C.

合成路线图解说明: 2) The anhydrization of thymidine (VI) with 2-chloro-1,2-difluorotriethylamine in hot DMF gives 2,3'-anhydrothymidine (VII), which is then treated with lithium azide and NH4Cl in hot DMF.

参考文献No.	700317
标题:	Nucleotide synthesis. IV. Phosphorylated 3'-amino-3'-deoxythymidine and 5'-amino-5'-deoxythymidine and derivatives
作者:	Glinski, R.P.; et al.
来源:	J Org Chem 1973,38(25),4299

合成路线图解说明: 1) The mesylation of 5'-O-tritylthymidine with mesyl chloride gives the corresponding 3'-O-mesyl derivative (II), which is cyclized by means of potassium phthalimide (III) in hot DMF water, yielding 5'-O-trityl-2,3'-anhydrothymidine (IV). The reaction of (IV) with sodium azide in refluxing DMF - water affords 5'-O-trityl-3'-azido-3'-deoxy thymidine (V), which is finally deprotected with 80% aqueous acetic acid at 100 C.

合成路线图解说明: 2) The anhydrization of thymidine (VI) with 2-chloro-1,2-difluorotriethylamine in hot DMF gives 2,3'-anhydrothymidine (VII), which is then treated with lithium azide and NH4Cl in hot DMF.