methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-α-D-galactopyranoside
• CAS No.: 262301-19-9
• Molecular Formula: C₂₀H₂₆O₈S
• Molecular Weight: 426.488
• Mol file: 262301-19-9.mol

Synonyms:methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-α-D-galactopyranoside

Chemical Property of methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-α-D-galactopyranoside

There total 1 articles about methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-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: 54.0%

tiolacetic acid (507-09-5) + methyl 2,3-di-O-acetyl-6-O-benzyl-α-D-galactopyranoside → methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-α-D-galactopyranoside (262301-19-9)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo9914667

Reference yield: 71.0%

methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-α-D-galactopyranoside (262301-19-9) → methyl 2,3-di-O-acetyl-6-O-benzyl-4-thio-α-D-galactopyranoside (262301-20-2)

Guidance literature:

With hydrazine hydrate; acetic acid; In N,N-dimethyl-formamide; for 0.333333h;

DOI:10.1021/jo9914667

Reference yield:

methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-α-D-galactopyranoside (262301-19-9) → methyl 2,3-di-O-acetyl-6-O-benzyl-4-S-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-4-thio-α-D-galactopyranoside

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / N₂H₄*H₂O; CH₃CO₂H / dimethylformamide / 0.33 h

2: 61 percent / DTBMP; Tf₂O / CH₂Cl₂ / 2.5 h / -78 - 0 °C

With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; hydrazine hydrate; acetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Deacetylation / 2: Substitution;

DOI:10.1021/jo9914667

upstream raw materials:

tiolacetic acid

Downstream raw materials:

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