期刊
TETRAHEDRON
卷 57, 期 6, 页码 1083-1092出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(00)01080-2
关键词
alkaloids; alpha/beta stereocontrol; glycosidation; orthoesters
A stereoselective synthesis of both isomers of the pharmaceutically important morphine 6-beta -D-glucuronide (M6G) and its analogs was developed. The method is based on the use of ZnBr2 for the key coupling reaction. It was shown that the alpha/beta stereoselectivity of the reaction can he directed and controlled by the amount of ZnBr2. This paper describes the synthesis, analysis and characterization of the Lu-isomer of M6C, useful as a reference marker for testing purity and stability of the morphine 6-beta -D-glucuronide (M6G). (C) 2001 Elsevier Science Ltd. All rights reserved.
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