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3′-Deoxy-3′-(vinylsulphonyl)thymidine - a new reactive analogue of AZT; its synthesis and reactivities towards various nucleophiles

3′-Deoxy-3′-(vinylsulphonyl)thymidine - a new reactive analogue of AZT; its synthesis and reactivities towards various nucleophiles
3′-Deoxy-3′-(vinylsulphonyl)thymidine - a new reactive analogue of AZT; its synthesis and reactivities towards various nucleophiles

A reactive triatomic analogue of AZT, 3′-deoxy-3′-(vinylsulphonyl)thymidine has been synthesised from easily accessible starting material. The vinyl-sulphone nucleoside was reacted with a variety of nucleophiles to generate new classes of modified nucleosides where the functional groups were attached to the C-3′ of a nucleoside through flexible ethyl sulphone spacer.

0040-4020
7857-7866
Bera, Sanjib
b8aed6b6-2740-4679-86e1-0ed14736bba9
Sakthivel, Kandasamy
479e7ac4-ef2b-46c6-848e-93e29f94f905
Pathak, Tanmaya
81d76642-fc24-4e9d-b991-679d4d901c52
Langley, Graham J.
7ac80d61-b91d-4261-ad17-255f94ea21ea
Bera, Sanjib
b8aed6b6-2740-4679-86e1-0ed14736bba9
Sakthivel, Kandasamy
479e7ac4-ef2b-46c6-848e-93e29f94f905
Pathak, Tanmaya
81d76642-fc24-4e9d-b991-679d4d901c52
Langley, Graham J.
7ac80d61-b91d-4261-ad17-255f94ea21ea

Bera, Sanjib, Sakthivel, Kandasamy, Pathak, Tanmaya and Langley, Graham J. (1995) 3′-Deoxy-3′-(vinylsulphonyl)thymidine - a new reactive analogue of AZT; its synthesis and reactivities towards various nucleophiles. Tetrahedron, 51 (28), 7857-7866. (doi:10.1016/0040-4020(95)00403-U).

Record type: Article

Abstract

A reactive triatomic analogue of AZT, 3′-deoxy-3′-(vinylsulphonyl)thymidine has been synthesised from easily accessible starting material. The vinyl-sulphone nucleoside was reacted with a variety of nucleophiles to generate new classes of modified nucleosides where the functional groups were attached to the C-3′ of a nucleoside through flexible ethyl sulphone spacer.

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Published date: 10 July 1995

Identifiers

Local EPrints ID: 499042
URI: http://eprints.soton.ac.uk/id/eprint/499042
ISSN: 0040-4020
PURE UUID: 7adf1d4e-45fa-439b-ac17-a14799a4f9d5
ORCID for Graham J. Langley: ORCID iD orcid.org/0000-0002-8323-7235

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Date deposited: 07 Mar 2025 17:38
Last modified: 08 Mar 2025 02:34

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Contributors

Author: Sanjib Bera
Author: Kandasamy Sakthivel
Author: Tanmaya Pathak

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