Stereospecific synthesis of differentially protected (2S,4S)-2,4-diaminoglutaric acid suitable for incorporation into peptides

Citation
K. Tanaka et H. Sawanishi, Stereospecific synthesis of differentially protected (2S,4S)-2,4-diaminoglutaric acid suitable for incorporation into peptides, TETRAHEDR-A, 11(18), 2000, pp. 3837-3843
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
18
Year of publication
2000
Pages
3837 - 3843
Database
ISI
SICI code
0957-4166(20000922)11:18<3837:SSODP(>2.0.ZU;2-A
Abstract
The first synthesis of differentially protected (2S,4S)-2,4-diaminoglutaric acids 2 and 3 suitable for incorporation into peptides has been accomplish ed in a completely stereospecific manner in seven steps (overall yield 25-2 8%) from tert-butyl (2S,4S)-4-azido-N-tert-butoxycarbonylprolinate 5. (C) 2 000 Elsevier Science Ltd. All rights reserved.