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

Base Information

• Chemical Name: methyl 2,3-di-O-acetyl-6-O-benzyl-4-thio-α-D-glucopyranoside
• CAS No.: 262301-23-5
• Molecular Formula: C₁₈H₂₄O₇S
• Molecular Weight: 384.45
• Mol file: 262301-23-5.mol

Synonyms:methyl 2,3-di-O-acetyl-6-O-benzyl-4-thio-α-D-glucopyranoside

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about methyl 2,3-di-O-acetyl-6-O-benzyl-4-thio-α-D-glucopyranoside 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: 65.0%

methyl 2,3-di-O-acetyl-4-acetylthio-6-O-benzyl-α-D-glucopyranoside (262301-22-4) → methyl 2,3-di-O-acetyl-6-O-benzyl-4-thio-α-D-glucopyranoside (262301-23-5)

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-6-O-benzyl-α-D-galactopyranoside → methyl 2,3-di-O-acetyl-6-O-benzyl-4-thio-α-D-glucopyranoside (262301-23-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / I₂; PPh₃; imidazole / tetrahydrofuran

2: 66 percent / dimethylformamide / 2 h / 90 °C

3: 65 percent / N₂H₄*H₂O; CH₃CO₂H / dimethylformamide / 0.33 h

With 1H-imidazole; iodine; hydrazine hydrate; acetic acid; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Iodination / 2: Acetylation / 3: Deacetylation;

DOI:10.1021/jo9914667

Reference yield:

methyl 2,3-di-O-acetyl-6-O-benzyl-4-iodo-α-D-galactopyranoside (262301-21-3) → methyl 2,3-di-O-acetyl-6-O-benzyl-4-thio-α-D-glucopyranoside (262301-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / dimethylformamide / 2 h / 90 °C

2: 65 percent / N₂H₄*H₂O; CH₃CO₂H / dimethylformamide / 0.33 h

With hydrazine hydrate; acetic acid; In N,N-dimethyl-formamide; 1: Acetylation / 2: Deacetylation;

DOI:10.1021/jo9914667

upstream raw materials:

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

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

Downstream raw materials:

C₂₈H₃₆O₁₂S

C₂₈H₃₆O₁₂S

C₃₀H₃₈O₁₄S

C₃₀H₃₈O₁₄S