benzyl 2,3,6-tri-O-benzyl-4-O-(1-imidazolyl thiocarbonyl)-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2,3,6-tri-O-benzyl-4-O-(1-imidazolyl thiocarbonyl)-D-glucopyranoside
• CAS No.: 784179-21-1
• Molecular Formula: C₃₈H₃₈N₂O₆S
• Molecular Weight: 650.796
• Mol file: 784179-21-1.mol

Synonyms:benzyl 2,3,6-tri-O-benzyl-4-O-(1-imidazolyl thiocarbonyl)-D-glucopyranoside

Chemical Property of benzyl 2,3,6-tri-O-benzyl-4-O-(1-imidazolyl thiocarbonyl)-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3,6-tri-O-benzyl-4-O-(1-imidazolyl thiocarbonyl)-D-glucopyranoside

There total 4 articles about benzyl 2,3,6-tri-O-benzyl-4-O-(1-imidazolyl thiocarbonyl)-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: 87.0%

1,1'-Thiocarbonyldiimidazole (6160-65-2) + benzyl 2,3,6-tri-O-benzyl-D-glucopyranoside (784179-20-0) → benzyl 2,3,6-tri-O-benzyl-4-O-(1-imidazolyl thiocarbonyl)-D-glucopyranoside (784179-21-1)

Guidance literature:

In toluene; at 90 ℃; for 18h;

DOI:10.1021/ja048054m

Reference yield:

4,6-O-benzylidene-D-glucopyranose (30688-66-5,3006-41-5,20771-09-9,25152-90-3,97232-16-1,104022-77-7,113566-67-9,113566-68-0) → benzyl 2,3,6-tri-O-benzyl-4-O-(1-imidazolyl thiocarbonyl)-D-glucopyranoside (784179-21-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / NaH / dimethylformamide / 18 h / 20 °C

2: 68 percent / Et₃SiH; TFA / CH₂Cl₂ / 4 h / 0 °C

3: 87 percent / toluene / 18 h / 90 °C

With triethylsilane; sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja048054m

Reference yield:

benzyl bromide (100-39-0) → benzyl 2,3,6-tri-O-benzyl-4-O-(1-imidazolyl thiocarbonyl)-D-glucopyranoside (784179-21-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / NaH / dimethylformamide / 18 h / 20 °C

2: 68 percent / Et₃SiH; TFA / CH₂Cl₂ / 4 h / 0 °C

3: 87 percent / toluene / 18 h / 90 °C

With triethylsilane; sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja048054m

upstream raw materials:

1,1'-Thiocarbonyldiimidazole

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

4,6-O-benzylidene-D-glucopyranose

benzyl bromide