4-Methylphenyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside

Base Information

• Chemical Name: 4-Methylphenyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside
• CAS No.: 868241-49-0
• Molecular Formula: C20H22 O5 S
• Molecular Weight: 374.458
• Mol file: 868241-49-0.mol

Synonyms:4-Methylphenyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside;4-METHYLPHENYL 4,6-O-BENZYLIDENE-1-THIO-β-D-GLUCOPYRANOSIDE

Chemical Property of 4-Methylphenyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside

Chemical Property:

• PSA: 93.45000
• LogP: 2.64800

Purity/Quality:

95% ^*data from raw suppliers

4-Methylphenyl 4,6-O-benzylidene-b-D-thioglucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Methylphenyl 4,6-O-benzylidene-1-thio-b-D-glucopyranoside

There total 6 articles about 4-Methylphenyl 4,6-O-benzylidene-1-thio-b-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: 91.0%

benzaldehyde dimethyl acetal (1125-88-8) + p-methylphenyl 1-thio-β-D-glucopyranoside (1152-39-2) → (p-methylphenyl) 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (868241-49-0)

Guidance literature:

With camphor-10-sulfonic acid;

DOI:10.1021/ol062464t

Reference yield: 80.0%

p-methylphenyl 1-thio-β-D-glucopyranoside (1152-39-2) + benzaldehyde (100-52-7) → (p-methylphenyl) 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (868241-49-0)

Guidance literature:

With molybdenium(VI) dioxodichloride; In 1,4-dioxane; at 20 ℃; for 20h;

DOI:10.1021/ol062375g

Reference yield:

β-D-glucose pentaacetate (604-69-3) → (p-methylphenyl) 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (868241-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MoO₂Cl₂ / CH₂Cl₂ / 14 h / 20 °C

1.2: 94 percent / MoO₂Cl₂ / CH₂Cl₂; ethanol / 12 h / Heating

2.1: 80 percent / MoO₂Cl₂ / dioxane / 20 h / 20 °C

With molybdenium(VI) dioxodichloride; In 1,4-dioxane; dichloromethane;

DOI:10.1021/ol062375g

upstream raw materials:

benzaldehyde dimethyl acetal

p-methylphenyl 1-thio-β-D-glucopyranoside

benzaldehyde

para-thiocresol

Downstream raw materials:

p-methylphenyl 2,3-di-O-benzyl-4,6-O-(R)-benzylidene-1-thio-β-D-glucopyranoside

p-methylphenyl 2-O-benzoyl-3-O-benzyl-1-thio-β-D-glucopyranoside

p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside