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

Bhattacharyya, Tapes and Nilsson, Ulf J. LU orcid (2001) In Tetrahedron Letters 42(15). p.2873-2875
Abstract
A practical procedure for the synthesis of water-soluble, chiral and
amphiphilic macrocyclic molecules is described. Acylation of p-xylylene diamine with Fmoc-protected glycine and aspartic acid, followed by removal of the Fmoc moiety afforded amino acid:p-xylene
conjugates as free diamines. These diamines were converted to
symmetrical and unsymmetrical macrocycles via stepwise urea formation
using p-nitrophenyl chloroformate.
Please use this url to cite or link to this publication:
author
and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Tetrahedron Letters
volume
42
issue
15
pages
3 pages
publisher
Elsevier
external identifiers
  • scopus:0035832081
ISSN
0040-4039
DOI
10.1016/S0040-4039(01)00301-X
language
English
LU publication?
yes
id
2690828d-4892-48ff-8436-532d41928bc1
date added to LUP
2023-02-07 08:53:54
date last changed
2025-12-04 03:11:37
@article{2690828d-4892-48ff-8436-532d41928bc1,
  abstract     = {{A practical procedure for the synthesis of water-soluble, chiral and <br>
amphiphilic macrocyclic molecules is described. Acylation of <em>p</em>-xylylene diamine with Fmoc-protected glycine and aspartic acid, followed by removal of the Fmoc moiety afforded amino acid:<em>p</em>-xylene<br>
 conjugates as free diamines. These diamines were converted to <br>
symmetrical and unsymmetrical macrocycles via stepwise urea formation <br>
using <em>p</em>-nitrophenyl chloroformate.}},
  author       = {{Bhattacharyya, Tapes and Nilsson, Ulf J.}},
  issn         = {{0040-4039}},
  language     = {{eng}},
  month        = {{04}},
  number       = {{15}},
  pages        = {{2873--2875}},
  publisher    = {{Elsevier}},
  series       = {{Tetrahedron Letters}},
  title        = {{An efficient and convergent route towards water-soluble, chiral and amphiphilic macrocycles}},
  url          = {{http://dx.doi.org/10.1016/S0040-4039(01)00301-X}},
  doi          = {{10.1016/S0040-4039(01)00301-X}},
  volume       = {{42}},
  year         = {{2001}},
}