Reactions of dimesylthymidine with secondary amines: easy access to 3',5'-dideoxy-3'-substituted-5'-alkylaminothymidines - new classes of potential antiviral aminonucleosides

Sakthivel, K. ; Krishna Kumar, R. ; Pathak, T. (1993) Reactions of dimesylthymidine with secondary amines: easy access to 3',5'-dideoxy-3'-substituted-5'-alkylaminothymidines - new classes of potential antiviral aminonucleosides Tetrahedron, 49 (20). pp. 4365-4372. ISSN 0040-4020

Full text not available from this repository.

Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)85753-7

Abstract

3',5'-Di-O-mesylthymidine 4a (DMST) on reaction with secondary amines undergoes hitherto unknown "one-pot-two-steps" transformation to produce 2,3'-O-anhydro-5'-deoxy-5'-alkylaminothymidines 5a–h. Most of the amines used, irrespective of their basicities showed remarkable selectivity towards the 5'-substitution over the 2,3'-O-anhydro ring formation. Compounds 5a–h could be used as intermediates for the synthesis of a variety of 3',5'-dideoxy-3'-substituted-5'-alkylaminothymidines of the type 9, 10a–b, 11.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:104290
Deposited On:16 Mar 2017 12:16
Last Modified:16 Mar 2017 12:16

Repository Staff Only: item control page