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The Synthesis of Hybrids of D ‐Galactose with 1‐Deoxynojirimycin Analogues as Glycosidase Inhibitors
Author(s) -
Reddy B. Gopal,
Vankar Yashwant D.
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200462413
Subject(s) - glycoside hydrolase , galactose , chemistry , hybrid , ring closing metathesis , stereochemistry , enzyme , metathesis , biochemistry , organic chemistry , biology , botany , polymerization , polymer
Sweet stop : Sugar–azasugar hybrids as enzyme inhibitors and leads for drug discovery are presented. Three hybrids 3 of D ‐galactose with analogues of 1‐deoxynojirimycin were prepared from 3,4,6‐tri‐ O ‐benzyl‐2‐nitro‐ D ‐galactal ( 1 ) by using ring‐closing metathesis as a key reaction (see scheme); Bn=benyzl, Boc= tert ‐butoxycarbonyl, n =0,1, R=Ac/Boc, R 1 =H/OAc, R 2 =H/OAc, R 3 =H/OAc, R 4 =H/OAc.