4-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
• CAS No.: 1294447-18-9
• Molecular Formula: C₃₆H₄₂O₁₇
• Molecular Weight: 746.719

Synonyms:4-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property of 4-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property:

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Technology Process of 4-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

There total 2 articles about 4-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-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: 91.0%

4-methoxyphenyl (4,6-O-benzylidene-α-D-glucopyranosyl)-(1→4)-β-D-glucopyranoside (848863-37-6) + acetic anhydride (108-24-7) → 4-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (1294447-18-9)

Guidance literature:

With aminosulfonic acid; at 60 ℃; for 0.5h;

DOI:10.3762/bjoc.7.137

Reference yield: 67.0%

4-methoxyphenyl (α-D-glucopyranosyl)-(1->4)-β-D-glucopyranoside + benzaldehyde dimethyl acetal (1125-88-8) + acetic anhydride (108-24-7) → 4-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (1294447-18-9)

Guidance literature:

4-methoxyphenyl (α-D-glucopyranosyl)-(1->4)-β-D-glucopyranoside; benzaldehyde dimethyl acetal; With iron(III) chloride; In acetonitrile; at 20 ℃; for 3h; Molecular sieve;

acetic anhydride; With pyridine; dmap; In acetonitrile; at 20 ℃; for 3h; regioselective reaction;

DOI:10.1016/j.carres.2011.01.003

Reference yield: 84.0%

4-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (1294447-18-9) → p-methoxyphenyl O-(2,3-di-O-acetyl-α-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:

With triethylsilane; palladium 10% on activated carbon; In methanol; at 20 ℃; for 1h;

DOI:10.3762/bjoc.9.9

upstream raw materials:

benzaldehyde dimethyl acetal

acetic anhydride

4-methoxyphenyl (4,6-O-benzylidene-α-D-glucopyranosyl)-(1→4)-β-D-glucopyranoside

Downstream raw materials:

4-methoxyphenyl (2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranosyl)-(1→4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

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