ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside
• CAS No.: 146608-95-9
• Molecular Formula: C₂₂H₂₆O₅S
• Molecular Weight: 402.511
• Mol file: 146608-95-9.mol

Synonyms:ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Chemical Property of ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

There total 6 articles about ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-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: 81.0%

benzaldehyde dimethyl acetal (1125-88-8) + ethyl 3-O-benzyl-1-thio-β-D-glucopyranoside (884844-03-5) → ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside (146608-95-9)

Guidance literature:

With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; at 100 ℃; for 3h; under 15 Torr;

DOI:10.1016/j.tet.2009.01.019

Reference yield: 78.0%

ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (20701-61-5) + benzyl bromide (100-39-0) + di(n-butyl)tin oxide (818-08-6) → ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside (146608-95-9)

Guidance literature:

ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside; di(n-butyl)tin oxide; In toluene; for 12h; Heating;

benzyl bromide; cesium fluoride; In N,N-dimethyl-formamide; for 19h;

DOI:10.1080/00397919808004824

Reference yield: 68.0%

ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (20701-61-5) + benzyl bromide (100-39-0) → ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside (146608-95-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at -19 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2005.08.109

upstream raw materials:

benzaldehyde

ethyl 3-O-benzyl-1-thio-β-D-glucopyranoside

ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

benzyl bromide

Downstream raw materials:

ethyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

ethylthio 3,6-di-O-benzyl-β-D-glucopyranoside

ethyl 2-O-benzoyl-3,6-di-O-benzyl-1-thio-β-D-glucopyranoside

ethyl 6-O-allyl-2-O-benzoyl-3,4-di-O-benzyl-1-thio-β-D-glucopyranoside