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

Base Information

• Chemical Name: methyl 2,4-di-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-α-D-mannopyranoside
• CAS No.: 79218-82-9
• Molecular Formula: C₇₉H₈₆O₁₈
• Molecular Weight: 1323.54

Synonyms:methyl 2,4-di-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-α-D-mannopyranoside

Chemical Property of methyl 2,4-di-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-α-D-mannopyranoside

Chemical Property:

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Technology Process of methyl 2,4-di-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-α-D-mannopyranoside

There total 3 articles about methyl 2,4-di-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-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: 69.7%

methyl 3,6-di-O-benzyl-α-D-galactopyranoside (31022-29-4) + 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride (65827-59-0) → methyl 2,4-di-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-α-D-mannopyranoside (79218-82-9)

Guidance literature:

With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at 20 ℃; for 35h;

DOI:10.1016/S0008-6215(00)80753-3

Reference yield: 21.5%

methyl 3,6-di-O-benzyl-α-D-galactopyranoside (31022-29-4) + 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride (65827-59-0) → methyl 4-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-α-D-mannopyranoside (79218-81-8) + methyl 2,4-di-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-α-D-mannopyranoside (79218-82-9)

Guidance literature:

With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at 20 ℃; for 40h;

DOI:10.1016/S0008-6215(00)80753-3

Reference yield:

3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose (16697-49-7) → methyl 2,4-di-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-α-D-mannopyranoside (79218-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorotrimethylsilane / 1.5 h / Heating

2: 21.5 percent / AgSO₃CF₃, Me₂NCONMe₂ / CH₂Cl₂ / 40 h / 20 °C

With chloro-trimethyl-silane; silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane;

DOI:10.1016/S0008-6215(00)80753-3

upstream raw materials:

methyl 3,6-di-O-benzyl-α-D-galactopyranoside

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

Downstream raw materials:

methyl 2,4-di-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,6-di-O-benzyl-α-D-mannopyranoside

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