1,2,4,6-Tetra-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-b-D-glucopyranosyl)-D-glucopyranose - CAS 22551-65-1
Category:
Carbohydrates
Product Name:
1,2,4,6-Tetra-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-b-D-glucopyranosyl)-D-glucopyranose
Synonyms:
3-O-(b-D-Glucopyranosyl)-D-glucopyranose octaacetate; Laminaribiose octaacetate
CAS Number:
22551-65-1
Molecular Weight:
678.59
Molecular Formula:
C28H38O19
COA:
Inquire
MSDS:
Inquire
Structure:
Oligosaccharides
Chemical Structure
CAS 22551-65-1 1,2,4,6-Tetra-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-b-D-glucopyranosyl)-D-glucopyranose

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Reference Reading


1.Systematic synthesis of alpha-sialyl-(2 --> 3)- and -(2 --> 6)-isoglobopentaosylceramides (V3Neu5AciGb5Cer and V6Neu5AciGb5Cer).
Ishida H1, Miyawaki R, Kiso M, Hasegawa A. Carbohydr Res. 1996 Apr 30;284(2):179-90.
Systematic syntheses of the isoglobo-series gangliosides, alpha-sialyl-(2 --> 3)- and -(2 --> 6)-isoglobopentaosyl ceramides (21 and 24, V3Neu5AciGb5Cer and V6Neu5AciGb5Cer) are described. 2-(Trimethylsilyl)ethyl 2-O-benzyl-4,6-O-benzylidene-alpha-D-galactopyranosyl-(1 --> 3)- 2,4,6,tri-O-benzyl-beta-D-galactopyranosyl-(1--> 4) -2,3,6-tri-O-benzyl-bet a-D- glucopyranoside (4), the core structure of the isoglobo-series gangliosides was prepared by the glycosylation of 2-(trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-(1 --> 4)-2,3,6-tri-O-benzyl-beta-D-glucopyranoside (2) with methyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-1-thio-beta-D-galactopyranoside (1), and subsequent O-deacetylation. Coupling of 4 and methyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-beta-D- galactopyranoside gave an isoglobotetraoside derivative 6, from which the phthaloyl and O-acetyl groups were removed. N-Acetylation then gave a tetrasaccharide acceptor 7.