GENERATION OF STABLE SYNTHETIC EQUIVALENTS OF UNSTABLE ALPHA-ALKOXYACETALDEHYDES - AN IMPROVED PREPARATION OF DIRITHROMYCIN

Authors
MCGILL JM
Citation
Jm. Mcgill, GENERATION OF STABLE SYNTHETIC EQUIVALENTS OF UNSTABLE ALPHA-ALKOXYACETALDEHYDES - AN IMPROVED PREPARATION OF DIRITHROMYCIN, Synthesis, (11), 1993, pp. 1089-1091
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
11
Year of publication
1993
Pages
1089 - 1091
Database
ISI
SICI code
0039-7881(1993):11<1089:GOSSEO>2.0.ZU;2-E
Abstract
Described is the in situ preparation of the hemiacetals of alpha-alkox yacetaldehydes. The hemiacetals are generated by hydrolysis of an acet al precursor in aqueous acetonitrile solutions. These hemiacetals serv e as stable aldehyde equivalents, thus circumventing the production an d isolation of unstable alpha-alkoxyaldehydes. The hemiacetal of 2-met hoxyethoxyacetaldehyde is utilized in an effective and efficient prepa ration of Dirithromycin (LY237216).