Synthetic Studies Toward Gangliosides and Their Analogs: Synthesis of Appropriately Protected Core Oligosaccharides as Construction Blocks
- 1 March 1989
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 8 (1) , 145-158
- https://doi.org/10.1080/07328308908047999
Abstract
2-(Trimethylsilyl)ethyl 2, 3, 6, 2′-tetra-O-acetyl-3′-O-benzyl-6′-O-benzyloxymethyl-β-d-lactoside (9) was synthesized starting from acetobromolactose (1) via 2-(trimethylsilyl)ethyl β-d-lactoside (3). Compound 9 was converted to the trisaccharide derivative 17 after coupling with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-α-d-galacto-pyranosyl bromide (11). Coupling of 17 with acetobromogalactose (19) gave the tetrasaccharide 20.This publication has 7 references indexed in Scilit:
- Total synthesis of sialosylcerebroside, GM4Carbohydrate Research, 1987
- Boron trifluoride etherate as an effective reagent for the stereoselective one-pot conversion of acetylated 2-trimethylsilylethyl glycosides into sugar 1,2-trans-acetatesTetrahedron Letters, 1986
- Entwicklung eines syntheseblocks der 3-O-β-d-galactopyranosyl-d-galactopyranoseCarbohydrate Research, 1985
- GangliosidesPublished by Elsevier ,1985
- Synthese der pentasaccharid-kette des forssman-antigensCarbohydrate Research, 1982
- Synthesis of 2-Amino-2-deoxy-β-D-glucopyranosidesPublished by American Chemical Society (ACS) ,1977
- The Glycosyl Halides and Their DerivativesPublished by Elsevier ,1955