130564-26-0

Basic information

• Product Name: Benzyl-O--(2->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside
• Synonyms: Benzyl-O--(2->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside
• CAS NO: 130564-26-0
• Molecular Weight: 1693.03
• Mol File: 130564-26-0.mol

Chemical Properties

• CAS DataBase Reference: Benzyl-O--(2->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl-O--(2->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside(130564-26-0)
• EPA Substance Registry System: Benzyl-O--(2->3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside(130564-26-0)

Safety Data

• Hazardous Substances Data: 130564-26-0(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 130564-25-9 Benzyl-O--(2->3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside 

Relevant articles and documents

An efficient synthesis of ganglioside GM3: highly stereocontrolled glycosylation by use of auxiliaries

An efficiently stereocontrolled total synthesis of GM3 α-D-Neup5Ac-(2->3)-β-D-Galp-(1->4)-β-D-Glcp-(1->1)-Cer as achieved by employing both methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-bromo-2,3,5-trideoxy-3-phenylthio-D-erythro-β-L-gluco-2-nonulopyranosonate for the key sialylation step, and O--(2->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-2-O-pivaloyl-α-D-glucopyranosyl trichloroacetimidate and fluoride for the key coupling step with a ceramide derivative.These two steps were significantly altered and improved in comparison with our previous synthesis that had been executed without use of stereocontrolling auxiliaries.GM3 was obtained in 4.5percent overall yield in 19 steps starting from allyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside.