methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
• CAS No.: 618106-81-3
• Molecular Formula: C₅₇H₅₀O₁₈
• Molecular Weight: 1023.01

Synonyms:methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property of methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property:

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Technology Process of methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

There total 3 articles about methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.5%

benzoyl chloride (98-88-4) + methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside (618106-80-2) → methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside (618106-81-3)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/S0957-4166(03)00570-6

Reference yield:

methyl 2,3-di-O-benzoyl-α-D-mannopyranoside (149035-49-4) → methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside (618106-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82.2 percent / TMSOTf / CH₂Cl₂ / 2 h / -20 °C

2: 81.5 percent / pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/S0957-4166(03)00570-6

Reference yield:

2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl 2,2,2-trichloroacetimidate (324041-49-8) → methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside (618106-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82.2 percent / TMSOTf / CH₂Cl₂ / 2 h / -20 °C

2: 81.5 percent / pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/S0957-4166(03)00570-6

upstream raw materials:

benzoyl chloride

methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside

methyl 2,3-di-O-benzoyl-α-D-mannopyranoside

2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl 2,2,2-trichloroacetimidate

Downstream raw materials:

methyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

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