4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside

Base Information

• Chemical Name: 4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside
• CAS No.: 220645-16-9
• Molecular Formula: C₂₈H₂₅NO₆S
• Molecular Weight: 503.576

Synonyms:4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside

Chemical Property of 4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside

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Technology Process of 4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside

There total 4 articles about 4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-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: 99.0%

benzaldehyde dimethyl acetal (1125-88-8) + p-methylphenyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (220645-79-4) → 4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside (220645-16-9)

Guidance literature:

With sodium hydrogen sulfate; silica gel; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1055/s-2007-984903

Reference yield: 95.0%

benzaldehyde (100-52-7) + p-methylphenyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (220645-79-4) → 4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside (220645-16-9)

Guidance literature:

With vanadyl triflate; In acetonitrile; at 20 ℃; for 22h;

DOI:10.1021/ol051178z

Reference yield: 82.0%

→ 4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside (220645-16-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 50 ℃; under 262.526 Torr;

upstream raw materials:

benzaldehyde dimethyl acetal

p-methylphenyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

benzaldehyde

Downstream raw materials:

(2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

p-methylphenyl 3-O-(2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside

4-tolyl 4,6-O-benzylidine-3-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

2,2,2-trichloroethyl (2S,3R,4R,5S,6R)-5-(benzyloxy)-6-(hydroxymethyl)-4-(4-methoxybenzyloxy)-2-(p-tolylthio)tetrahydro-2H-pyran-3-ylcarbamate

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