PROTECTION OF THE ALLYLIC ALCOHOL DOUBLE-BOND FROM CATALYTIC REDUCTION IN THE PREPARATION OF [1-H-3]MORPHINE AND [1-H-3]CODEINE

Authors
SELTZMAN HH ROCHE MJ LAUDEMAN CP WYRICK CD CARROLL FI
Citation
Hh. Seltzman et al., PROTECTION OF THE ALLYLIC ALCOHOL DOUBLE-BOND FROM CATALYTIC REDUCTION IN THE PREPARATION OF [1-H-3]MORPHINE AND [1-H-3]CODEINE, Journal of labelled compounds & radiopharmaceuticals, 41(9), 1998, pp. 811-821
Citations number
3
Categorie Soggetti
Chemistry Analytical","Chemistry Medicinal","Biochemical Research Methods","Pharmacology & Pharmacy
Journal title
Journal of labelled compounds & radiopharmaceuticals → ACNP
ISSN journal
03624803
Volume
41
Issue
9
Year of publication
1998
Pages
811 - 821
Database
ISI
SICI code
0362-4803(1998)41:9<811:POTAAD>2.0.ZU;2-H
Abstract
The t-butyldimethylsilylation of the allylic alcohol of 1-iodomorphine and 1-iodocodeine protects the double bond of these molecules from ca talytic reduction while allowing the reduction of the aryl iodide. Thi s selectivity has been applied to the preparation of tritiated morphin e and codeine without complicating over reduction to the dihydromorphi ne and dihydrocodeine.