S-pixyl analogues as photocleavable protecting groups for nucleosides

MP Coleman, MK Boyd

Index: Coleman, Michael P.; Boyd, Mary K. Journal of Organic Chemistry, 2002 , vol. 67, # 22 p. 7641 - 7648

Full Text: HTML

Citation Number: 27

Abstract

Several analogues of the 9-phenylthioxanthyl (S-pixyl) photocleavable protecting group have been synthesized, containing substituents on the 9-aryl ring and on the thioxanthyl backbone. Each analogue protected the 5'-hydroxy moiety of thymidine in good to excellent yield. The protected substrates were deprotected in 1: 1 water: acetonitrile with irradiation at 300 nm, resulting in recovered thymidine in excellent yield, except for the nitro-substituted ...