𝔖 Bobbio Scriptorium
✦   LIBER   ✦

3,5-Di-(tert-Butyl)-6-fluoro-cycloSal-d4TMP − A Pronucleotide with a Considerably Improved Masking Group

✍ Scribed by Christian Ducho; Silke Wendicke; Ulf Görbig; Jan Balzarini; Chris Meier


Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
124 KB
Volume
2003
Category
Article
ISSN
1434-193X

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

A new, considerably improved __cyclo__Sal masking group has been developed. This new group combines four desirable properties and has been attached to the anti‐HIV drug 2′,3′‐dideoxy‐2′,3′‐didehydrothymidine (d4T, 1) to give 3,5‐(di‐tert‐butyl)‐6‐fluoro‐__cyclo__Sal‐d4TMP (2i). This phosphate triester has a reasonable chemical half‐life, highly selectively released d4TMP, has poor − if any − inhibitory effect on butyrylcholinesterase (BChE), and achieved the TK‐bypass. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)