phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Base Information

• Chemical Name: phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside
• CAS No.: 120403-27-2
• Molecular Formula: C₃₅H₃₆O₆S
• Molecular Weight: 584.733
• Mol file: 120403-27-2.mol

Synonyms:phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Chemical Property of phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

There total 16 articles about phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-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: 94.6%

phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside (120403-26-1) + acetic anhydride (108-24-7) → phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside (120403-27-2)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1016/0008-6215(88)80008-9

Reference yield: 75.0%

1,6-di-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose (4356-77-8,35094-65-6,61277-56-3,65556-30-1,78185-13-4,78185-15-6,109958-31-8,109958-33-0,113532-02-8,59433-13-5) + diphenyldisulfane (882-33-7) → phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside (120403-27-2,38184-11-1)

Guidance literature:

1,6-di-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose; With triethylsilane; iodine; In dichloromethane; at -20 ℃; for 0.5h;

diphenyldisulfane; With sodium tetrahydroborate; In acetonitrile; at 50 ℃;

In acetonitrile; at 20 ℃; Further stages.;

DOI:10.1021/jo070670o

Reference yield: 32.0%

1,6-di-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose (4356-77-8,35094-65-6,61277-56-3,65556-30-1,78185-13-4,78185-15-6,109958-31-8,109958-33-0,113532-02-8,59433-13-5) + thiophenol (108-98-5) → phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside (120403-27-2)

Guidance literature:

In dichloromethane; at 20 ℃; for 20h;

DOI:10.1016/j.carres.2004.01.014

upstream raw materials:

phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

acetic anhydride

1,6-di-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose

diphenyldisulfane

Downstream raw materials:

phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

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

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

phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside