SYNTHESIS OF C-17 TRANS BETA-LACTAMS OF THE ANDROSTANE SERIES

Authors
SIDDIQUI AU SATYANARAYANA Y SRINIVAS M SIDDIQUI AH
Citation
Au. Siddiqui et al., SYNTHESIS OF C-17 TRANS BETA-LACTAMS OF THE ANDROSTANE SERIES, Journal of heterocyclic chemistry, 31(1), 1994, pp. 249-250
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
31
Issue
1
Year of publication
1994
Pages
249 - 250
Database
ISI
SICI code
0022-152X(1994)31:1<249:SOCTBO>2.0.ZU;2-F
Abstract
3,3'-Ethylenedioxyandrost-4-en-17beta-ol 1 was converted into the ethy l ester 2 by reaction with potassium metal and ethyl chloroacetate. Th e ethyl ester 2 on reaction with hydrazine gave the hydrazide 3. Conde nsation of 3 with aryl aldehydes gave the Schiff bases 4. The reaction of Schiff bases 4 with monochloroacetyl chloride in the presence of t riethylamine afforded the beta-lactams 5.