Osmanthuside B6

Base Information

• Chemical Name: Osmanthuside B6
• CAS No.: 132625-04-8
• Molecular Formula: C₂₉H₃₆O₁₃
• Molecular Weight: 592.597

Synonyms:

Chemical Property of Osmanthuside B6

Chemical Property:

Purity/Quality:

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Technology Process of Osmanthuside B6

There total 5 articles about Osmanthuside B6 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: 71.0%

[2-(4-allyloxyphenyl)]ethyl 3-(α-L-rhamnopyranosyl) 6-O-(E)-4-allyloxycoumaryl β-D-glucopyranoside → 2-(4-hydroxyphenyl)ethyl 3-(α-L-rhamnopyranosyl) 6-O-(E)-4-hydroxycoumaryl β-D-glucopyranoside (132625-04-8)

Guidance literature:

With palladium on activated carbon; toluene-4-sulfonic acid; In methanol; water; at 80 ℃; for 12h;

DOI:10.1039/c7ob00198c

Reference yield:

[2-(4-allyloxyphenyl)ethyl] 3-(2,3,4-tri-O-acetyl α-L-rhamnopyranosyl) 6-O-(E)-4-allyloxycoumaryl β-D-glucopyranoside → 2-(4-hydroxyphenyl)ethyl 3-(α-L-rhamnopyranosyl) 6-O-(E)-4-hydroxycoumaryl β-D-glucopyranoside (132625-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium methanolate / methanol / 15 h / 20 °C

2: palladium on activated carbon; toluene-4-sulfonic acid / methanol; water / 12 h / 80 °C

With palladium on activated carbon; toluene-4-sulfonic acid; magnesium methanolate; In methanol; water;

DOI:10.1039/c7ob00198c

Reference yield:

3,4-di-O-acetyl-α-L-rhamnopyranose 1,2-[2-(4-allyloxyphenyl)ethyl 6-O-(E)-4-allyloxycoumaryl β-D-glucopyranosid-3-ylorthoacetate] → 2-(4-hydroxyphenyl)ethyl 3-(α-L-rhamnopyranosyl) 6-O-(E)-4-hydroxycoumaryl β-D-glucopyranoside (132625-04-8)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 12 h / 20 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -78 °C / Molecular sieve; Inert atmosphere

3: methylamine / methanol; dichloromethane / 15 h / 0 °C

4: palladium on activated carbon; toluene-4-sulfonic acid / methanol; water / 12 h / 80 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; palladium on activated carbon; toluene-4-sulfonic acid; methylamine; In methanol; dichloromethane; water;

DOI:10.1039/c7ob00198c

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