p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-α-D-mannopyranoside
• CAS No.: 1206803-25-9
• Molecular Formula: C₄₀H₅₀O₅SSi
• Molecular Weight: 670.986
• Mol file: 1206803-25-9.mol

Synonyms:p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-α-D-mannopyranoside

Chemical Property of p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-α-D-mannopyranoside

There total 2 articles about p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-α-D-mannopyranoside 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: 91.0%

triethylsilane (617-86-7) + 4-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyranoside (131531-70-9,131531-76-5,131531-73-2) → p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-α-D-mannopyranoside (1206803-25-9)

Guidance literature:

triethylsilane; With dicobalt octacarbonyl; carbon monoxide; at 20 ℃; for 0.25h; under 760.051 Torr;

p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyranoside; In benzene; at 50 ℃; for 18h; regioselective reaction;

DOI:10.1021/ol902717y

Reference yield:

triethylsilane (617-86-7) + 2,3,4-tri-O-Bn-6-O-Me-α-thiomannoside → p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-α-D-mannopyranoside (1206803-25-9)

Guidance literature:

triethylsilane; With dicobalt octacarbonyl; carbon monoxide; at 20 ℃; for 0.5h; under 760.051 Torr;

2,3,4-tri-O-Bn-6-O-Me-α-thiomannoside; In toluene; at 70 ℃; for 48h; regioselective reaction;

DOI:10.1016/j.tet.2016.07.081

Reference yield:

p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-α-D-mannopyranoside (1206803-25-9) → p-tolyl 2-O-benzoyl-4,6-di-O-benzylthio-α-D-mannopyranoside (1407152-09-3)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ol902717y

upstream raw materials:

triethylsilane

4-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyranoside

Downstream raw materials:

p-tolyl 2-O-benzoyl-4,6-di-O-benzylthio-α-D-mannopyranoside

p-methylphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside