Deprotection of N-tert-butoxycarbonyl (Boc) groups in the presence of tert-butyl esters

Authors
Lin, LS Lanza, T de Laszlo, SE Truong, Q Kamenecka, T Hagmann, WK
Citation
Ls. Lin et al., Deprotection of N-tert-butoxycarbonyl (Boc) groups in the presence of tert-butyl esters, TETRAHEDR L, 41(36), 2000, pp. 7013-7016
Citations number
7
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
36
Year of publication
2000
Pages
7013 - 7016
Database
ISI
SICI code
0040-4039(20000902)41:36<7013:DON(GI>2.0.ZU;2-H
Abstract
Deprotection of Boc groups in the presence of tert-butyl esters was achieve d by using concentrated H2SO4 (1.5-3.0 equiv.) in tBuOAc or MeSO3H (1.5-3.0 equiv.) in tBuOAc:CH2C12 (4:1 v/v). The yields ranged from 70 to 100% for a variety of amino acid and dipeptide substrates. (C) 2000 Elsevier Science Ltd. All rights reserved.