GEM-CYCLOALKYL SUBSTITUTED THIOL INHIBITORS OF NEUTRAL ENDOPEPTIDASE 24.11 - SYNTHESIS VIA NUCLEOPHILIC OPENING OF 2,2-SPIRO-BETA-LACTONES

Authors
JAMES K PALMER MJ
Citation
K. James et Mj. Palmer, GEM-CYCLOALKYL SUBSTITUTED THIOL INHIBITORS OF NEUTRAL ENDOPEPTIDASE 24.11 - SYNTHESIS VIA NUCLEOPHILIC OPENING OF 2,2-SPIRO-BETA-LACTONES, Bioorganic & medicinal chemistry letters, 3(5), 1993, pp. 825-830
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
3
Issue
5
Year of publication
1993
Pages
825 - 830
Database
ISI
SICI code
0960-894X(1993)3:5<825:GSTION>2.0.ZU;2-1
Abstract
Concise syntheses are described of a series of gem-cycloalkyl substitu ted thiols which are inhibitors of neutral endopeptidase 24.11. The ro ute employs mild closure of strained 2,2-spiro-beta-lactones from beta -hydroxy-acids using triflic anhydride, followed by O-alkyl cleavage w ith potassium thioacetate.