phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside
• CAS No.: 87470-75-5
• Molecular Formula: C₂₅H₃₀O₁₀S
• Molecular Weight: 522.573

Synonyms:phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Chemical Property of phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Chemical Property:

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Technology Process of phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

There total 11 articles about phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-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: 100.0%

Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside (309913-14-2) → phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (87470-75-5)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 1h;

DOI:10.1055/s-2000-7601

Reference yield: 95.0%

benzaldehyde (100-52-7) + phenylthio 2,3,4,6-terta hydroxy-α-D-glucopyranosyl-(1→4)-2,3,6-triylhydroxy-β-D-glucopyranoside (27891-73-2) → phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (87470-75-5)

Guidance literature:

With 4 A molecular sieve; zinc(II) chloride; for 24h;

DOI:10.1016/j.tetasy.2008.01.015

Reference yield: 48.0%

benzaldehyde dimethyl acetal (1125-88-8) + phenylthio 2,3,4,6-terta hydroxy-α-D-glucopyranosyl-(1→4)-2,3,6-triylhydroxy-β-D-glucopyranoside (27891-73-2) → phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (87470-75-5)

Guidance literature:

With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 1h; under 1 Torr;

upstream raw materials:

benzaldehyde dimethyl acetal

phenylthio 2,3,4,6-terta hydroxy-α-D-glucopyranosyl-(1→4)-2,3,6-triylhydroxy-β-D-glucopyranoside

Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside

benzylidene dibromide

Downstream raw materials:

phenyl 2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside

phenyl 2,3,6-tri-O-methyl-4-O-(4,6-O-benzylidene-2,3-di-O-methyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

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