578007-61-1

Basic information

• Product Name: p-methoxyphenyl 3-O-allyl-4,6-O-benzylidene-2-O-benzoyl-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside
• Synonyms: p-methoxyphenyl 3-O-allyl-4,6-O-benzylidene-2-O-benzoyl-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside
• CAS NO: 578007-61-1
• Molecular Weight: 1467.5
• Mol File: 578007-61-1.mol

Chemical Properties

• CAS DataBase Reference: p-methoxyphenyl 3-O-allyl-4,6-O-benzylidene-2-O-benzoyl-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-methoxyphenyl 3-O-allyl-4,6-O-benzylidene-2-O-benzoyl-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside(578007-61-1)
• EPA Substance Registry System: p-methoxyphenyl 3-O-allyl-4,6-O-benzylidene-2-O-benzoyl-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside(578007-61-1)

Safety Data

• Hazardous Substances Data: 578007-61-1(Hazardous Substances Data)

Upstream product

• 578007-60-0 p-methoxyphenyl 2,3,6-tri-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside 

Relevant articles and documents

Unusual α-glycosylation with galactosyl donors with a C2 ester capable of neighboring group participation

Glycosylation of 4-methoxyphenyl 2,3,6-tri-O-benzoyl-β-D-glucopyranoside (2) with isopropyl 3-O-allyl-2,4,6-tri-O-benzoyl- (9) or 6-O-allyl-2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside (7) as the donor, afforded an α- and β-linked mixture, whereas with isopropyl 3-O-chloroacetyl-2-O-benzoyl-4,6-O-benzylidene- (13) and isopropyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside (15) as the donor, glycosylation of 2 gave α-linked products only, indicating that 4,6-O-benzylidenation led to α-stereoselectivity in spite of the C2 ester capable of neighboring group participation. Using 15 as the donor, glycosylation of mannose derivatives with 2- or 3-OH's, glucose with 2- or 3-OH's, galactose with 2-, or 3-, or 4-OH's, glucosamine and glucuronic acid with a 4-OH, and a lactose derivative with a 4-OH, also furnished α-linked products. However, when using 15 as the donor, glycosylation of aglycon alcohol or sugars with 6-OH's yielded normal β-linked products.

A concise and practical synthesis of antigenic globotriose, α-d-Gal-(1→4)-β-d-Gal-(1→4)-β-d-Glc

A concise and practical synthesis of the antigenic globotriose, α-d-Gal-(1→4)-β-d-Gal-(1→4)-β-d-Glc (13), was achieved by coupling of a monosaccharide donor, 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-α-d-galactopyranosyl trichloroacetimidate (4) with a disa