MORPHINE-1-CARBALDEHYDE AND MORPHINE-2-CARBALDEHYDE

Citation
K. Gorlitzer et Im. Weltrowski, MORPHINE-1-CARBALDEHYDE AND MORPHINE-2-CARBALDEHYDE, Die Pharmazie, 53(9), 1998, pp. 617-619
Citations number
9
Categorie Soggetti
Pharmacology & Pharmacy","Chemistry Medicinal",Chemistry
Journal title
ISSN journal
00317144
Volume
53
Issue
9
Year of publication
1998
Pages
617 - 619
Database
ISI
SICI code
0031-7144(1998)53:9<617:MAM>2.0.ZU;2-E
Abstract
The 30,60-bis-tertbutyldimethylsilylether 8, obtained from morphine (1 ), reacts with dichloromethylmethylether and titanium(IV)-chloride to yield the l-formyl compound 9. The morphine-1-carbaldehyde (4a) is rec eived by acidic hydrolyzation of 9. Reaction of 1 with methenamine in trifluoroacetic acid affords a mixture of aldehydes 4a and 4b, from wh ich the morphine-2-carbaldehyde (4b) can be isolated.