A catalytic method for chemoselective detritylation of 5′-tritylated nucleosides under mild and heterogeneous conditions using silica sulfuric acid as a recyclable catalyst, By Abdolkarim Zare

Research

Title	A catalytic method for chemoselective detritylation of 5′-tritylated nucleosides under mild and heterogeneous conditions using silica sulfuric acid as a recyclable catalyst
Type	Article
Keywords	Detritylation; Nucleoside; Trityl; Heterogeneous; Silica sulfuric acid
Journal	TETRAHEDRON LETTERS
DOI	10.1016/j.tetlet.2007.05.153
Researchers	Ali Khalafi-Nezhad (First researcher) , Abolfath Parhami (Second researcher) , Mohammad Navid Soltani Rad (Third researcher) , Mohammad Ali Zolfigol (Fourth researcher) , Abdolkarim Zare (Fifth researcher)

Abstract

A rapid, mild and highly efficient procedure for the chemoselective deprotection of triphenylmethyl (trityl, Tr), p-anisyldiphenylmethyl (monomethoxytrityl, MMT) and di-(p-anisyl)phenylmethyl (dimethoxytrityl, DMT) groups from nucleoside trityl ethers has been established. The deprotection was achieved at room temperature, using a catalytic amount of silica sulfuric acid (SSA) in acetonitrile. The trityl nucleosides were deprotected in 2–17 min without any depurination. These conditions are compatible with other acid sensitive hydroxyl protecting groups such as p-methoxybenzyl (PMB), isopropylidene, cyclohexylidene, di-(p-anisyl)methylidene, triisopropylsilyl (TIPS) and t-butyldimethylsilyl (TBDMS).