methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside
• CAS No.: 127073-13-6
• Molecular Formula: C₃₀H₂₉BrO₉
• Molecular Weight: 613.459

Synonyms:methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside

Chemical Property of methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside

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Technology Process of methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside

There total 2 articles about methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-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: 87.0%

Benzoyl bromide (618-32-6) + methyl 3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside (127073-11-4) → methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside (127073-13-6)

Guidance literature:

With pyridine; In acetonitrile; for 1h; Ambient temperature;

DOI:10.1016/0008-6215(89)85018-9

Reference yield:

methyl 3-O-benzyl-β-D-galactopyranoside (40010-11-5,61277-64-3,65942-01-0,81371-52-0,93714-01-3,108644-64-0,133268-63-0,133268-64-1,143005-10-1,143005-11-2,81371-53-1) → methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside (127073-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / 2,4,6-trimethylpyridine / tetrahydrofuran / 0.5 h / -50 °C

2: 87 percent / pyridine / acetonitrile / 1 h / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/0008-6215(89)85018-9

Reference yield: 59.0%

methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside (127073-13-6) → methyl 2,4-di-O-benzoyl-3-O-formyl-6-O-bromoacetyl-β-D-galactopyranoside (127073-16-9) + 2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-α-D-galactopyranosyl chloride (127073-15-8)

Guidance literature:

With Dichloromethyl methyl ether; zinc(II) chloride; at 60 ℃; for 6h;

DOI:10.1016/0008-6215(89)85018-9

upstream raw materials:

Benzoyl bromide

methyl 3-O-benzyl-6-O-bromoacetyl-β-D-galactopyranoside

methyl 3-O-benzyl-β-D-galactopyranoside

Downstream raw materials:

methyl 2,4-di-O-benzoyl-3-O-formyl-6-O-bromoacetyl-β-D-galactopyranoside

2,4-di-O-benzoyl-3-O-benzyl-6-O-bromoacetyl-α-D-galactopyranosyl chloride

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