Synthesis of a conformationally locked AZT analogue, 3'-azido-3'-deoxy- 2'-O,4'-C-methylene-5-methyluridine

DOI: 10.1016/S0040-4039(99)01324-6

Source and publish data:

Tetrahedron Letters p. 6465 - 6468 (1999)

Update date:2022-08-04

Topics:

Authors:

Obika, Satoshi

Andoh, Jun-ichi

Sugimoto, Tomomi

Miyashita, Kazuyuki

Imanishi, Takeshi

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Article abstract of DOI:10.1016/S0040-4039(99)01324-6

A bicyclic 3'-azido-3'-deoxythymidine (AZT) analogue with a locked N- conformation, 3'-azido-3'-deoxy-2'-O,4'-C-methylene-5-methyluridine (1a), and its 3'-amino derivative, 3'-amino-3'-deoxy-2'-O,4'-C-methylene-5- methyluridine (1b), were successfully synthesized from D-glucose. The conformation of 1a was also discussed by means of ¹H NMR measurements and a molecular modeling (PM3) study.

Full text of DOI:10.1016/S0040-4039(99)01324-6

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