COMPARISON OF SOLUTION-PHASE AND SOLID-PHASE SYNTHESES OF A RESTRAINED PROLINE-CONTAINING ANALOG OF THE NODULARIN MACROCYCLE

Authors
WEBSTER KL RUTHERFORD TJ GANI D
Citation
Kl. Webster et al., COMPARISON OF SOLUTION-PHASE AND SOLID-PHASE SYNTHESES OF A RESTRAINED PROLINE-CONTAINING ANALOG OF THE NODULARIN MACROCYCLE, Tetrahedron letters, 38(32), 1997, pp. 5713-5716
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
32
Year of publication
1997
Pages
5713 - 5716
Database
ISI
SICI code
0040-4039(1997)38:32<5713:COSASS>2.0.ZU;2-X
Abstract
The solution-phase synthesis of a restrained (2S)-proline-containing a nalogue of the nodularin macrocycle, amma-(2S)-Pro-(2R)-Asp(alpha-OMe) -beta-(2S)-Phe-], is described and compared to two solid-phase synthes es of the same cyclic isopentapeptide diester; one in which lu(alpha-O Me)-gamma-(2S)-Pro-(2R)-Asp(alpha-O-Wang Resin)-beta-OAllyl is deprote cted and then cyclised on the resin and one in which this same precurs or is removed from the resin prior to cyclisation. (C) 1997 Elsevier S cience Ltd.