One-pot Synthesis of the O-(3-Diosgenin) O′-[5′-(3′-Azido- 3′-deoxythymidine)]-H-phosphonate

Abstract

Abstract: Azido-3′-deoxythymidine(AZT) was the first clinically approved drug against HIVinfection, despite its undesirable side reactions, such as bone marrow suppression.In our aim to develop new chemical entity of anti-tumor and anti-HIV, the H-phosphonate 6 of AZTconjugate with diosgenin was synthesized by a tandem transesterification reaction for the first time.There are the merits of easy operation and high yield in the reported method.It could be extended to synthesize other diosgenin phosphonate conjugates such as carbohydrate and peptide.

Key words: Diosgenin, 3′-Azido-3′-deoxythymidine(AZT), Transesterification, H-Phosphonate, Phosphorylation

CLC Number:

O623

TrendMD:

XIAO Qiang, JU Yong, ZHAO Yu-Fen . One-pot Synthesis of the O-(3-Diosgenin) O′-[5′-(3′-Azido- 3′-deoxythymidine)]-H-phosphonate[J]. Chem. J. Chinese Universities, 2003, 24(8): 1427.

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One-pot Synthesis of the O-(3-Diosgenin) O′-[5′-(3′-Azido- 3′-deoxythymidine)]-H-phosphonate

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