Preparation of a protected phosphoramidon precursor via an H-Phosphonate coupling strategy

MG Donahue, JN Johnston

Index: Donahue, Matthew G.; Johnston, Jeffrey N. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 21 p. 5602 - 5604

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Citation Number: 12

Abstract

... Bioorganic & Medicinal Chemistry Letters. ... 13 The carbobenzyloxy protected dipeptide 10 was prepared in 98% yield via union of commercially available N-carbobenzyloxy-l-leucine (7) with the ethyl ester of l-tryptophan (9) (prepared in 89% yield by esterification of l-tryptophan 8 in refluxing ethanol with two equivalents of dl ... A total of 18.8 g of 16 was produced by this method, and the final saponification to phosphoramidon has been reported by De Nanteuil. 11. ...