Open AccessPentafluorophenyl (3 R ,4 R ,5 R )‐5‐{[(3 R ,4 R ,5 R )‐5‐azidomethyl‐3,4‐dimethoxy‐2,3,4,5‐tetrahydrofuran‐3‐carbonylamino]methyl}‐3,4‐dimethoxy‐2,3,4,5‐tetrahydrofuran‐3‐carboxylate
Author(s) -
Punzo Francesco,
Cowley Andrew R.,
Watkin David J.,
Iezzi Simone Michela,
Edwards Alison A.,
Tranter George E.,
Fleet George W. J.
Publication year - 2006
Publication title -
acta crystallographica section e
Language(s) - English
Resource type - Journals
ISSN - 1600-5368
DOI - 10.1107/s1600536805043205
Subject(s) - dipeptide , hydrogen bond , azide , crystal structure , chemistry , stereochemistry , group (periodic table) , crystallography , molecule , peptide , organic chemistry , biochemistry
The crystal structure of the title compound, C 22 H 25 F 5 N 4 O 9 , an important intermediate in the synthesis of novel biopolymers containing branched carbon chains, establishes the relative stereochemistry at all six chiral centres of the dipeptide. The structure may indicate a predisposition to the organization of secondary structure by novel dipeptide isosteres. An intermolecular hydrogen bond between the NH group and one of the N atoms of the azide group contributes to the stabilization of the packing.