allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS No.: 359669-13-9
• Molecular Formula: C₅₇H₅₀O₁₇
• Molecular Weight: 1007.01

Synonyms:allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property of allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Chemical Property:

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Technology Process of allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 4 articles about allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-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: 72.0%

C65H58O18 (869193-99-7) → allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside (359669-13-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1039/c3ob40887f

Reference yield:

(2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-6-(allyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (52211-61-7) → allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside (359669-13-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / methanol / 65 °C

1.2: 65 °C

2.1: pyridine

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water

With pyridine; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; water;

DOI:10.1039/c3ob40887f

Reference yield:

allyl-O-<3-O-(4-methoxybenzyl)-β-D-galactopyranosyl>-(1->4)-β-D-glucopyranoside (227601-47-0) → allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside (359669-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water

With pyridine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1039/c3ob40887f

upstream raw materials:

C₆₅H₅₈O₁₈

benzoyl chloride

(2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-6-(allyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

allyl-O-<3-O-(4-methoxybenzyl)-β-D-galactopyranosyl>-(1->4)-β-D-glucopyranoside

Downstream raw materials:

allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

allyl O-(2-deoxy-4,6-O-isopropylidene-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

C₆₅H₆₀Cl₃NO₂₂

C₅₉H₅₄O₂₁S

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