Improved scalable syntheses of mono- and bis-urethane derivatives of ornithine.

Abstract:

:In the search for a practical route to ornithine bisurethane derivatives useful for peptide synthesis, we elaborated the simple and efficient (86% yield) synthesis of N(epsilon)-tert-butoxycarbonyl-L-ornithine copper(II) complex (1). This served as substrate for obtaining N(epsilon)-tert-butoxycarbonyl-L-ornithine (2), N(alpha)-benzyloxycarbonyl-N(epsilon)-tert-butoxycarbonyl-L-ornithine (3) and N(alpha)-(9-fluorenyl)methoxycarbonyl-N(epsilon)-tert-butoxycarbonyl-L-ornithine (4). These were synthesized in 94-95% yields and with a purity above 99%.

authors

Wiejak S,Masiukiewicz E,Rzeszotarsk B

doi

10.1248/cpb.49.1189

subject

Has Abstract

pub_date

2001-09-01 00:00:00

pages

1189-91

issue

9

eissn

0009-2363

issn

1347-5223

journal_volume

49

pub_type

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