An efficient and convergent route towards water-soluble, chiral and amphiphilic macrocycles

Authors
Bhattacharyya, T Nilsson, UJ
Citation
T. Bhattacharyya et Uj. Nilsson, An efficient and convergent route towards water-soluble, chiral and amphiphilic macrocycles, TETRAHEDR L, 42(15), 2001, pp. 2873-2875
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
15
Year of publication
2001
Pages
2873 - 2875
Database
ISI
SICI code
0040-4039(20010409)42:15<2873:AEACRT>2.0.ZU;2-1
Abstract
A practical procedure for the synthesis of water-soluble, chiral and amphip hilic macrocyclic molecules is described. Acylation of p-xylylene diamine w ith Fmoc-protected glycine and aspartic acid, followed by removal of the Fm oc moiety afforded amino acid:p-xylene conjugates as free diamines. These d iamines were converted to symmetrical and unsymmetrical macrocycles via ste pwise urea formation using p-nitrophenyl chloroformate. (C) 2001 Elsevier S cience Ltd. All rights reserved.