methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside
• CAS No.: 113421-44-6
• Molecular Formula: C₂₅H₃₀O₇S
• Molecular Weight: 474.575
• Mol file: 113421-44-6.mol

Synonyms:methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property of methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside

There total 6 articles about methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-1-thio-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: 98.6%

acetic anhydride (108-24-7) + methyl 2,6-di-O-benzyl-1-thio-β-D-galactopyranoside (113421-43-5) → methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside (113421-44-6)

Guidance literature:

In pyridine; at 20 ℃; for 16h;

DOI:10.1016/0008-6215(87)80181-7

Reference yield:

benzyl bromide (100-39-0) → methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside (113421-44-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) TsOH_.H₂O; 2.) NaH / 1.) 20 deg C, 16 h; 2.) DMF, -5 to 0 deg C, 30 min; 3.) DMF, 10-20 deg C, 3 h

2: 90 percent / CF₃CO₂H / methanol / 0.25 h / -10 - -5 °C

3: 98.6 percent / pyridine / 16 h / 20 °C

With sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; In pyridine; methanol;

DOI:10.1016/0008-6215(87)80181-7

Reference yield:

methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (113421-41-3) → methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside (113421-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / CF₃CO₂H / methanol / 0.25 h / -10 - -5 °C

2: 98.6 percent / pyridine / 16 h / 20 °C

With trifluoroacetic acid; In pyridine; methanol;

DOI:10.1016/0008-6215(87)80181-7

upstream raw materials:

acetic anhydride

methyl 2,6-di-O-benzyl-1-thio-β-D-galactopyranoside

benzyl bromide

methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Downstream raw materials:

benzyl-O-(3,4-di-O-acetyl-2,6-di-O-benzyl-α-D-galactopyranosyl)-(1-3)-O-<(3,4-di-O-acetyl-2,6-di-O-benzyl-α-D-galactopyranosyl)-(1-4)>-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

benzyl-O-(3,4-di-O-acetyl-2,6-di-O-benzyl-α-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside