Tetrahedron Asymmetry p. 1207 - 1224 (1997)
Update date:2022-09-26
Topics:
Robina, Inmaculada
Lopez-Barba, Eugenia
Jimenez-Barbero, Jesus
Martin-Pastor, Manuel
Fuentes, Jose
The synthesis of the lipotetrasaccharide glycoside, p-methoxyphenyl O-{2-deoxy-2-[(11Z)-11-octadecenoylamido]-β-D- glucopyranosyl}-(1→4)-O-(β-D-glucopyranosyl)-(1→4) O-β-D-glucopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-D- glucopyranoside 16, starting from acetobromocellobiose is reported. Compound 16 is an analogue of the nodulation factors of Rhizobium bacteria having the central chitobiose unit substituted by a cellobiose unit. A conformational study indicates that 16 have restricted fluctuations around the glycosidic torsion angles, but can adopt a variety of shapes.
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Doi:10.1021/ja971007s
(1997)Doi:10.1016/S0040-4039(97)00865-4
(1997)Doi:10.1002/ejoc.201402065
(2014)Doi:10.1021/jo900414n
(2009)Doi:10.1016/S0022-328X(96)06952-5
(1997)Doi:10.1002/hlca.19550380608
(1955)
