129491-41-4

Upstream product

• 101068-99-9 methyl 2,3,4-tri-O-benzoyl α-L-rhamnopyranoside 
• 7512-03-0 methyl 2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranoside 
• 98-88-4 benzoyl chloride 
• 553-72-0 zinc benzoate 
• 123076-96-0 Methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-galactopyranoside 
• 67-56-1 methanol 
• 73-34-7 6-deoxy-L-galactose 
• 14687-15-1 methyl L-fucopyranoside 
• 14917-55-6 methyl 6-deoxy-α-L-mannopyranoside 

Relevant academic research and scientific papers

Terpioside from the marine sponge Terpios sp., the first glycosphingolipid having an L-fucofuranose unit

The new diglycosylceramide terpioside (1a) has been isolated from the marine sponge Terpios sp. Terpioside is a diglycosylated glycosphingolipid which is the first example of a natural glycosphingolipid having an L-fucofuranose unit. The structure of terpioside was elucidated by extensive spectroscopic analysis, whereas chemical degradation was used to establish the nature of the alkyl chains and the absolute configuration of the sugars and of the ceramide stereogenic centers. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Catalytic Activation of Cis-Vicinal Diols by Boronic Acids: Site-Selective Acylation of Carbohydrates

Site-selective acylation of unprotected carbohydrates by using stable, storable, and easily handled imidazole-containing organoboronic acid catalysts is described. This catalytic process with low catalyst loading enables the introduction of a wide variety of acyl functional groups into the equatorial position of cis-vicinal diols in unprotected hexapyranosides with excellent site selectivity. This is the first example that uses a Lewis base-containing boronic acid to enhance the nucleophilicity of hydroxy groups.

The Synthesis of 3-Deoxy-L-fucose (3,6-Dideoxy-L-xylo-hexose)

The synthesis of 3-deoxy-L-fucose (19) could not be achieved by an inversion prodecure, starting from the 3-O-triflate-activated derivatives 8 or 9, respectively.Also the Mitsunobu reaction with the 3-OH-unblocked sugar 6 or 7 did not lead to the desired