A NEW APPROACH TO PHOSPHOSERINE AND PHOSPHOTHEREONINE SYNTHONS SUITABLE FOR THE STEPWISE SYNTHESIS OF PHOSPHOPEPTIDES

Authors
MORA N LACOMBE JM PAVIA AA
Citation
N. Mora et al., A NEW APPROACH TO PHOSPHOSERINE AND PHOSPHOTHEREONINE SYNTHONS SUITABLE FOR THE STEPWISE SYNTHESIS OF PHOSPHOPEPTIDES, Tetrahedron letters, 34(15), 1993, pp. 2461-2464
Citations number
17
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
15
Year of publication
1993
Pages
2461 - 2464
Database
ISI
SICI code
0040-4039(1993)34:15<2461:ANATPA>2.0.ZU;2-R
Abstract
Several phosphoserine and phosphothreonine synthons suitable for the s tepwise synthesis of phosphopeptides have been prepared. Treatment of methylthiomethyl (MTM) esters of either benzyloxycarbonyl (Z), tert-bu tyloxycarbonyl (Boc) and allyloxycarbonyl (Alloc) serine and / or thre onine with phosphochloridate in pyridine, followed by MgBr2 cleavage o f MTM in diethylether, afforded the title compounds in excellent yield s.