methyl 2,3-di-O-benzoyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzoyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
• CAS No.: 117124-66-0
• Molecular Formula: C₅₅H₅₅IO₁₂
• Molecular Weight: 1034.94

Synonyms:methyl 2,3-di-O-benzoyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Chemical Property of methyl 2,3-di-O-benzoyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Chemical Property:

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Technology Process of methyl 2,3-di-O-benzoyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

There total 2 articles about methyl 2,3-di-O-benzoyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside 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: 91.0%

methyl 2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside (117012-07-4) → methyl 2,3-di-O-benzoyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside (117124-66-0)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In toluene; at 80 ℃; for 1h;

DOI:10.1016/0008-6215(88)80138-1

Reference yield:

methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside (117149-98-1) → methyl 2,3-di-O-benzoyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside (117124-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / sodium methoxide / CH₂Cl₂; methanol / 3 h / 0 °C

2: 91 percent / triphenylphosphine, imidazole, iodine / toluene / 1 h / 80 °C

With 1H-imidazole; iodine; sodium methylate; triphenylphosphine; In methanol; dichloromethane; toluene;

DOI:10.1016/0008-6215(88)80138-1

Reference yield: 96.0%

methyl 2,3-di-O-benzoyl-6-deoxy-6-iodo-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside (117124-66-0) → methyl 2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-fucopyranoside (117124-67-1)

Guidance literature:

With hydrogen; triethylamine; Pd/D (10percent); In ethanol; ethyl acetate; for 0.5h;

DOI:10.1016/0008-6215(88)80138-1

upstream raw materials:

methyl 2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Downstream raw materials:

methyl 2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-fucopyranoside

methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-fucopyranoside

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