Facile selective detritylation of 5′-primary alcohols of pyrimidine nucleosides using tetra-n-butylammonium peroxydisulfate

✍ Scribed by Seung Gak Yang; Dong Hoon Lee; Yong Hae Kim

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 146 KB
• Volume: 8
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/(sici)1098-1071(1997)8:5<435::aid-hc8>3.0.co;2-7

✦ Synopsis

Tetra-n-butylammonium peroxydisulfate has been found to be a good deprotecting reagent for removal of the trityl group: Treatment of 5Ј-O-dimethoxytrityl uridine or thymidine with tetra-n-butylammonium peroxydisulfate gave the corresponding dedimethoxytritylated nucleosides in excellent yields under neutral and mild conditions and without causing any side reactions such as cleavage of the glycosidic bond.