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Using molecularly imprinted polymer for protecting functional group in organic reaction
Author(s) -
Yang Qian,
Wang Ying,
Wang Guangxia,
Gao Junfei,
Zhao Xu,
Liu Dejing,
Mi Huaifeng
Publication year - 2013
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.39199
Subject(s) - molecularly imprinted polymer , protecting group , polymer , chemistry , molecular imprinting , polymer chemistry , regioselectivity , catalysis , organic chemistry , selectivity , alkyl
In this study, a novel method of selective protecting group based on molecularly imprinted polymer for regioselective organic reaction is reported. The simplicity, convenience and feasibility of this method may be illustrated by the protection of hydroxyl group at C17 or C3 of β‐estradiol in the reaction between β‐estradiol and diphenylphosphinic chloride. Polymers to protect hydroxyl group at C17 or at C3, both demonstrated excellent protection effect. In polymers imprinted with 2‐methyl‐cyclopentanol template to protect hydroxyl group at C17, the proportion of 3‐phosphate was almost as high as 100%. In molecularly imprinted polymer synthesized using 5,6,7,8‐Tetrahydro‐2‐naphthol as a template to protect hydroxyl group at C3, the proportion of 17‐phosphate reached 98.2%. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013