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

Base Information

• Chemical Name: methyl 4-S-acetyl-2,3,6-tri-O-benzyl-4-thio-α-D-glucopyranoside
• CAS No.: 130515-47-8
• Molecular Formula: C₃₀H₃₄O₆S
• Molecular Weight: 522.662
• Mol file: 130515-47-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about methyl 4-S-acetyl-2,3,6-tri-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: 70.0%

methyl 2,3,6-tri-O-benzyl-4-deoxy-4-iodo-α-D-galactopyranoside (130515-45-6) + potassium thioacetate (10387-40-3) → methyl 4-S-acetyl-2,3,6-tri-O-benzyl-4-thio-α-D-glucopyranoside (130515-47-8)

Guidance literature:

In N,N-dimethyl-formamide; at 80 - 90 ℃; for 1.5h;

Reference yield:

methyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside (19488-48-3,19488-49-4,51842-16-1,95475-33-5,115414-37-4,55697-49-9) → methyl 4-S-acetyl-2,3,6-tri-O-benzyl-4-thio-α-D-glucopyranoside (130515-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 1 h / -10 °C

2: dimethylformamide / 3 h / 90 °C

With pyridine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2003.11.025

Reference yield:

methyl 2,3,6-tri-O-benzyl-α-D-glucopyranoside (112260-57-8) + potassium thioacetate (10387-40-3) → methyl 4-S-acetyl-2,3,6-tri-O-benzyl-4-thio-α-D-glucopyranoside (130515-47-8)

Guidance literature:

In N,N-dimethyl-formamide; at 90 ℃; for 3h;

DOI:10.1016/j.tetlet.2003.11.025

upstream raw materials:

methyl 2,3,6-tri-O-benzyl-4-deoxy-4-iodo-α-D-galactopyranoside

potassium thioacetate

methyl 2,3,6-tri-O-benzyl-α-D-glucopyranoside

methyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside

Downstream raw materials:

methyl 2,3,6-tri-O-benzyl-4-thio-4-S-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

methyl 2,3,6-tri-O-benzyl-4-thio-4-S-(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside

methyl 2,3,6-tri-O-benzyl-4-thio-4-S-trimethylsilyl-α-D-glucopyranoside

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