methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside

Base Information

• Chemical Name: methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside
• CAS No.: 1152487-40-5
• Molecular Formula: C₄₉H₅₆O₁₁
• Molecular Weight: 820.977

Synonyms:methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside

Chemical Property of methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside

There total 3 articles about methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-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: 97.0%

methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside (1152487-38-1) → methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside (1152487-40-5)

Guidance literature:

With sodium methylate; In methanol; dichloromethane;

DOI:10.1016/j.carres.2008.12.011

Reference yield:

methyl 3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside (1152487-30-3) → methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside (1152487-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -40 °C / Molecular sieve; Inert atmosphere

2: methanol; sodium methylate / dichloromethane / 20 °C / Inert atmosphere

With methanol; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In dichloromethane;

DOI:10.1016/j.carres.2012.03.019

Reference yield:

2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranosyl trichloroacetimidate (189182-66-9) → methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside (1152487-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -40 °C / Molecular sieve; Inert atmosphere

2: methanol; sodium methylate / dichloromethane / 20 °C / Inert atmosphere

With methanol; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In dichloromethane;

DOI:10.1016/j.carres.2012.03.019

upstream raw materials:

methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside

methyl 3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside

2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

methyl 3,4,6-tri-O-benzyl-β-D-mannopyranosyl-(1->2)-3,6-di-O-benzyl-4-O-methyl-β-D-mannopyranoside

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