p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside

Base Information

• Chemical Name: p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside
• CAS No.: 1423496-88-1
• Molecular Formula: C₂₀H₂₂O₄S
• Molecular Weight: 358.458
• Mol file: 1423496-88-1.mol

Synonyms:p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside

Chemical Property of p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside

There total 1 articles about p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-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:

p-methylphenyl 3,4,6-tri-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside + benzaldehyde dimethyl acetal (1125-88-8) → p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside (1423496-81-4) + p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside (1423496-88-1)

Guidance literature:

With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; Overall yield = 95 %; Overall yield = 0.91 g;

DOI:10.1002/chem.201203418

Reference yield: 74.0%

p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside (1423496-88-1) + p-methylphenyl 3-O-benzyl-4,6-O-benzylidine-2-deoxy-1-thio-D-glucopyranoside → p-methylphenyl 4,6-O-benzylidene-3-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-2-deoxy-1-thio-α-D-glucopyranoside (1423497-96-4)

Guidance literature:

p-methylphenyl 3-O-benzyl-4,6-O-benzylidine-2-deoxy-1-thio-D-glucopyranoside; With silver trifluoromethanesulfonate; p-toluenesulfonyl chloride; In dichloromethane; at -78 ℃; for 0.25h; Inert atmosphere; Molecular sieve;

p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside; In dichloromethane; at -78 ℃; diastereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1002/chem.201203418

Reference yield: 70.0%

p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside (1423496-88-1) + phenylcarbonochloridothioate (1005-56-7) → C27H26O5S2

Guidance literature:

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 3.5h;

DOI:10.1039/c4cc08465a

upstream raw materials:

benzaldehyde dimethyl acetal

Downstream raw materials:

p-methylphenyl 4,6-O-benzylidene-3-O-(3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-deoxy-1-thio-α-D-glucopyranoside

p-methylphenyl 4,6-O-benzylidene-3-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-2-deoxy-1-thio-α-D-glucopyranoside

p-methylphenyl 3-O-benzyl-4,6-O-benzylidine-2-deoxy-1-thio-α-D-glucopyranoside

p-methylphenyl 3-O-benzyl-4,6-O-benzylidine-2-deoxy-1-thio-β-D-glucopyranoside