4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside

Base Information

• Chemical Name: 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside
• CAS No.: 219518-19-1
• Molecular Formula: C20H22O5S
• Molecular Weight: 374.458
• Mol file: 219518-19-1.mol

Synonyms:p-Tolyl |A-D-thioglucopyranoside;p-Tolyl 1-thio-|A-D-glucopyranoside;

Chemical Property of 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside

Chemical Property:

• PSA: 93.45000
• LogP: 2.64800

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside

There total 21 articles about 4-Methylphenyl4,6-O-[(R)-phenylmethylene]-1-thio-beta-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: 99.0%

benzaldehyde dimethyl acetal (1125-88-8) + p-methylphenyl 1-thio-β-D-glucopyranoside (1152-39-2) → 4-methylphenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (219518-19-1)

Guidance literature:

With sodium hydrogen sulfate; silica gel; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1055/s-2007-984903

Reference yield: 96.0%

p-methylphenyl 1-thio-β-D-glucopyranoside (1152-39-2) + benzaldehyde (100-52-7) → 4-methylphenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (219518-19-1)

Guidance literature:

With vanadyl triflate; In acetonitrile; at 20 ℃; for 8h;

DOI:10.1021/ol051178z

Reference yield: 90.0%

benzaldehyde dimethyl acetal (1125-88-8) + p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside (28244-94-2,28244-99-7,86782-41-4,131488-65-8) → 4-methylphenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside (219518-19-1)

Guidance literature:

p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside; With methanol; sodium methylate; at 20 ℃; for 4h;

benzaldehyde dimethyl acetal; With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1021/acs.orglett.0c00732

upstream raw materials:

benzaldehyde dimethyl acetal

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

4-methylbenzaldehyde dimethylacetal

4-methylphenyl 2,3-di-O-isoporpylidene-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Downstream raw materials:

4-methylphenyl 2,3-di-O-isoporpylidene-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

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

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

p-methylphenyl 2,3-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-1-thio-β-D-glucopyranoside