THE REACTION OF LITHIUM TRIMETHYLSILYLDIAZOMETHANE WITH PYROGLUTAMATES - A FACILE SYNTHESIS OF 6-DIAZO-5-OXO-NORLEUCINE AND DERIVATIVES

Citation
Igc. Coutts et Re. Saint, THE REACTION OF LITHIUM TRIMETHYLSILYLDIAZOMETHANE WITH PYROGLUTAMATES - A FACILE SYNTHESIS OF 6-DIAZO-5-OXO-NORLEUCINE AND DERIVATIVES, Tetrahedron letters, 39(20), 1998, pp. 3243-3246
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
20
Year of publication
1998
Pages
3243 - 3246
Database
ISI
SICI code
0040-4039(1998)39:20<3243:TROLTW>2.0.ZU;2-7
Abstract
The reaction of carbamate derivatives of pyroglutamic acid esters with the lithium salt of trimethylsilyldiazomethane below -100 degrees C g ives good yields of the corresponding substituted 6-diazo-5-oxo-norleu cine esters; cleavage of Fmoc-substituted products provides a safe, co nvenient route to the parent acid. (C) 1998 Elsevier Science Ltd. All rights reserved.