Tetrahedron p. 10249 - 10264 (1992)
Update date:2022-08-03
Topics:
Pozsgay
Glaudemans
Robbins
Schneerson
A glycosyl trichloroacetimidate derivative (1) of the tetrasaccharide α-D-Galp-(1→3)-α-D-GlcpNAc-(1→3)-α-L-Rhap-(1→3)-α-L-Rhap was synthesized in a highly stereoselective, stepwise manner, using methyl 1-thioglycosides of L-rhamnose, 2-azido-2-deoxy-D-glucose and D-galactose, as major intermediates. The protecting group scenario in compound 1 permits regioselective deblocking at its 'non-reducing end' unit. Therefore 1 is a suitable intermediate for the preparation of extended fragments of the title polysaccharide.
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Doi:10.1016/S0968-0896(03)00403-6
(2003)Doi:10.1080/00397910600781208
(2006)Doi:10.1016/0008-6215(92)85008-N
(1992)Doi:10.1039/c3cc45202f
(2013)Doi:10.1021/jo00059a015
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(2013)