phenyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: phenyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside
• CAS No.: 904691-50-5
• Molecular Formula: C₄₇H₄₆O₁₇S
• Molecular Weight: 914.938
• Mol file: 904691-50-5.mol

Synonyms:phenyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

Chemical Property of phenyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

There total 1 articles about phenyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-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: 77.0%

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate (121238-27-5) + phenyl 2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside (150935-65-2) → phenyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside (904691-50-5)

Guidance literature:

With molecular sieve; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 0 ℃; for 0.5h;

DOI:10.1002/anie.200600591

Reference yield: 99.0%

phenyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside (904691-50-5) → (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-D-mannopyranose

Guidance literature:

With N-Bromosuccinimide; In acetone; at 20 ℃; for 1h;

DOI:10.1002/anie.200600591

Reference yield:

phenyl (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside (904691-50-5) → (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-D-mannopyranosyl trichloroacetoimidate

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / NBS / acetone / 1 h / 20 °C

2: 72 percent / DBU / CH₂Cl₂ / 0.5 h / 20 °C

With N-Bromosuccinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetone;

DOI:10.1002/anie.200600591

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

phenyl 2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

Downstream raw materials:

[2-(methyl-4-carbamoylbutanoyl)ethyl] (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside