ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3-O-thiocarbonylimidazole-1-thio-β-L-fucopyranoside

Base Information

• Chemical Name: ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3-O-thiocarbonylimidazole-1-thio-β-L-fucopyranoside
• CAS No.: 887500-83-6
• Molecular Formula: C₂₆H₂₇ClN₂O₅S₂
• Molecular Weight: 547.096
• Mol file: 887500-83-6.mol

Synonyms:ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3-O-thiocarbonylimidazole-1-thio-β-L-fucopyranoside

Chemical Property of ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3-O-thiocarbonylimidazole-1-thio-β-L-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3-O-thiocarbonylimidazole-1-thio-β-L-fucopyranoside

There total 6 articles about ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3-O-thiocarbonylimidazole-1-thio-β-L-fucopyranoside 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: 86.0%

ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-1-thio-β-L-fucopyranoside (887500-82-5) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3-O-thiocarbonylimidazole-1-thio-β-L-fucopyranoside (887500-83-6)

Guidance literature:

With 1H-imidazole; In 1,2-dichloro-ethane; at 75 ℃; for 18h;

DOI:10.1039/b518125a

Reference yield:

ethyl 3,4-O-(1-ethoxybenzylidene)-1-thio-β-L-fucopyranoside (887500-81-4) → ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3-O-thiocarbonylimidazole-1-thio-β-L-fucopyranoside (887500-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / dimethylformamide / 0 - 20 °C

2: 3.171 g / aq. TFA / acetonitrile / 0.25 h

3: 86 percent / imidazole / 1,2-dichloro-ethane / 18 h / 75 °C

With 1H-imidazole; sodium hydride; trifluoroacetic acid; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/b518125a

Reference yield:

ethyl 2-O-p-chlorobenzyl-3,4-O-(1-ethoxybenzylidene)-1-thio-β-L-fucopyranoside → ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3-O-thiocarbonylimidazole-1-thio-β-L-fucopyranoside (887500-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.171 g / aq. TFA / acetonitrile / 0.25 h

2: 86 percent / imidazole / 1,2-dichloro-ethane / 18 h / 75 °C

With 1H-imidazole; trifluoroacetic acid; In 1,2-dichloro-ethane; acetonitrile;

DOI:10.1039/b518125a

upstream raw materials:

ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-1-thio-β-L-fucopyranoside

1,1'-Thiocarbonyldiimidazole

ethyl 3,4-O-(1-ethoxybenzylidene)-1-thio-β-L-fucopyranoside

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

ethyl 4-O-benzoyl-2-O-p-chlorobenzyl-3,6-dideoxy-1-thio-β-L-xylo-hexopyranoside