methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-allopyranoside

Base Information

• Chemical Name: methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-allopyranoside
• CAS No.: 84730-87-0
• Molecular Formula: C₃₅H₄₀O₁₆
• Molecular Weight: 716.693

Synonyms:methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-allopyranoside

Chemical Property of methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-allopyranoside

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Technology Process of methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-allopyranoside

There total 2 articles about methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-allopyranoside 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: 68.0%

sodium benzoate (532-32-1) + methyl 2',3',4',6'-tetra-O-acetyl-4,6-O-benzylidene-3-O-(methylsulfonyl)-β-sophoroside (84730-84-7) → methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-allopyranoside (84730-87-0)

Guidance literature:

In N,N-dimethyl-formamide; at 90 ℃; for 25h;

DOI:10.1016/0008-6215(83)88267-6

Reference yield:

methyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside (16790-35-5) → methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-allopyranoside (84730-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / pyridine / 0 °C

2: 68 percent / dimethylformamide / 25 h / 90 °C

In pyridine; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(83)88267-6

Reference yield: 89.0%

methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-allopyranoside (84730-87-0) → methyl 4,6-O-benzylidene-2-O-β-D-glucopyranosyl-β-D-allopyranoside (84730-88-1)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

DOI:10.1016/0008-6215(83)88267-6

upstream raw materials:

sodium benzoate

methyl 2',3',4',6'-tetra-O-acetyl-4,6-O-benzylidene-3-O-(methylsulfonyl)-β-sophoroside

methyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

Downstream raw materials:

methyl 4,6-O-benzylidene-2-O-β-D-glucopyranosyl-β-D-allopyranoside

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