Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside
• CAS No.: 309913-14-2
• Molecular Formula: C₃₅H₄₀O₁₅S
• Molecular Weight: 732.76
• Mol file: 309913-14-2.mol

Synonyms:Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside

Chemical Property of Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside

There total 2 articles about Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-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%

benzylidene dibromide (618-31-5) + acetic anhydride (108-24-7) + phenylthio 2,3,4,6-terta hydroxy-α-D-glucopyranosyl-(1→4)-2,3,6-triylhydroxy-β-D-glucopyranoside (27891-73-2) → Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside (309913-14-2)

Guidance literature:

benzylidene dibromide; phenylthio 2,3,4,6-terta hydroxy-α-D-glucopyranosyl-(1→4)-2,3,6-triylhydroxy-β-D-glucopyranoside; With pyridine; at 140 ℃; for 2h;

acetic anhydride; With pyridine; at 20 ℃; for 24h;

DOI:10.1055/s-2000-7601

Reference yield:

acetic anhydride (108-24-7) + phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (87470-75-5) → Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside (309913-14-2)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/S0008-6215(02)00408-1

Reference yield: 100.0%

Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside (309913-14-2) → phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (87470-75-5)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 1h;

DOI:10.1055/s-2000-7601

upstream raw materials:

benzylidene dibromide

acetic anhydride

phenylthio 2,3,4,6-terta hydroxy-α-D-glucopyranosyl-(1→4)-2,3,6-triylhydroxy-β-D-glucopyranoside

phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Downstream raw materials:

phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Phenyl 2,3,6-tri-O-benzyl-4-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Phenyl 2,3-di-O-benzyl-6-O-(4-phenylbenzoyl)-4-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

phenyl 2^I,3^I,2^II,3^II-tetra-O-benzyl-4^II,6^II-O-benzylidene-1^I-thio-β-maltoside