THE SYNTHESIS AND FAB MASS ANALYSIS OF O,O-DIALKYL 1-BENZYLAMINOBENZYLPHOSPHONATES, PRECURSORS OF IMPORTANT STRUCTURAL UNITS IN ANTITHROMBOTIC TRIPEPTIDES

Authors
GREEN D ELGENDY S PATEL G SKORDALAKES E HUSMAN W KAKKAR VV DEADMAN J
Citation
D. Green et al., THE SYNTHESIS AND FAB MASS ANALYSIS OF O,O-DIALKYL 1-BENZYLAMINOBENZYLPHOSPHONATES, PRECURSORS OF IMPORTANT STRUCTURAL UNITS IN ANTITHROMBOTIC TRIPEPTIDES, Phosphorus, sulfur and silicon and the related elements, 118, 1996, pp. 271-291
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Phosphorus, sulfur and silicon and the related elements → ACNP
ISSN journal
10426507
Volume
118
Year of publication
1996
Pages
271 - 291
Database
ISI
SICI code
1042-6507(1996)118:<271:TSAFMA>2.0.ZU;2-4
Abstract
O,O-Dialkyl 1-benzylaminobenzylphosphonates (3) formed in quantitative yield at R.T. by the nucleophilic addition of dialkyl phosphite (1) t o benzylidenebenzylamines (2) in CH2Cl2, give highly characteristic fr agmentation patterns in their positive ion FAB mass spectrum. Catalyti c hydrogenolysis of these precursors produces 'P1' structural units wh ich when incorporated into substrate-like peptides, form potent inhibi tors of thrombin.