methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-galactopyranoside
• CAS No.: 176691-02-4
• Molecular Formula: C₂₃H₂₅NO₈
• Molecular Weight: 443.453
• Mol file: 176691-02-4.mol

Synonyms:methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-galactopyranoside

Chemical Property of methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-galactopyranoside

There total 6 articles about methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-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: 85.0%

benzoyl chloride (98-88-4) + methyl α-D-N-acetylgalactosamine (6082-22-0) → methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-galactopyranoside (176691-02-4)

Guidance literature:

With pyridine; at -60 ℃; for 2h;

DOI:10.1039/P19960000581

Reference yield:

methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside (176691-03-5) → methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-galactopyranoside (176691-02-4)

Guidance literature:

With sodium nitrite; In N,N-dimethyl-formamide; at 20 ℃; for 40h;

DOI:10.1016/S0008-6215(00)00049-5

Reference yield:

benzoyl chloride (98-88-4) → methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-galactopyranoside (176691-02-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 82.4 percent / pyridine / -45 °C

2: pyridine / CH₂Cl₂ / 0.33 h / 0 - 4 °C

3: NaNO₂ / dimethylformamide / 40 h / 20 °C

With pyridine; sodium nitrite; In dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Tosylation / 3: Hydrolysis;

DOI:10.1016/S0008-6215(00)00049-5

upstream raw materials:

benzoyl chloride

methyl α-D-N-acetylgalactosamine

methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

methyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

methyl 2-acetamido-3,6-di-O-benzoyl-2,4-dideoxy-4-fluoro-α-D-glucopyranoside

methyl 2-acetamido-S-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzoyl-2-deoxy-4-thio-α-D-glucopyranoside

methyl 2-acetamido-3,6-di-O-acetyl-2,4-dideoxy-4-fluoro-α-D-glucopyranoside