A Selective and Efficient Method for the Deprotection of N-Benzyloxymethyl (BOM) Protecting Groups from Pyrimidine and Dihydropyrimidine Ring Systems

Shawn A. Defrees Department of Medicinal Chemistry and Pharmacognosy, School of Pharmacy and Pharmacal Sciences Purdue University, West Lafayette, IN, 47907

Kalakota S. Reddy Department of Medicinal Chemistry and Pharmacognosy, School of Pharmacy and Pharmacal Sciences Purdue University, West Lafayette, IN, 47907

John M. Cassady Department of Medicinal Chemistry and Pharmacognosy, School of Pharmacy and Pharmacal Sciences Purdue University, West Lafayette, IN, 47907

Abstract

N¹,N³-dibenzyloxymethyl derivatives of pyrimidines and dihydropyrimidines have been successfully deprotected by using trifluoroacetic acid (TFA). These N-BOM derivatives can be selectively removed from a variety of derivatives including nucleosides and compounds which are sensitive to base and reducing conditions.

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A Selective and Efficient Method for the Deprotection of N-Benzyloxymethyl (BOM) Protecting Groups from Pyrimidine and Dihydropyrimidine Ring Systems

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A Selective and Efficient Method for the Deprotection of N-Benzyloxymethyl (BOM) Protecting Groups from Pyrimidine and Dihydropyrimidine Ring Systems

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