allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside
CAS No.:181115-84-4
Molecular Formula:C₆₅H₇₆O₁₈
Molecular Weight:1145.31
Hs Code.:

Synonyms:allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

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Chemical Property of allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

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Technology Process of allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

There total 11 articles about allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-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: 98.0%

: 108-24-7
acetic anhydride

: 181115-83-3
allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

: 181115-84-4
allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: In pyridine; at 25 ℃; for 15h;
DOI:10.1021/jo9807823

Reference yield:

: 97777-13-4
allyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-β-D-gluco-pyranoside

: 181115-84-4
allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol / 25 °C

2: 60 percent / p-TsOH / dimethylformamide / 2 h / 60 °C

3: 89 percent / NaH / dimethylformamide / 16 h / 25 °C

4: 74 percent / NaCNBH₃, 3 Angstroems MS / trifluoroacetic acid; dimethylformamide / 16 h / Ambient temperature

5: 98 percent / pyridine / 15 h / 25 °C

With 3 Angstroems MS; sodium methylate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; In pyridine; methanol; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1021/jo9807823

Reference yield:

: 113842-87-8
allyl α-D-glucopyranosyl-(1->4)-β-D-glcopyranoside

: 181115-84-4
allyl 2,3,6-tri-O-4-methoxybenzyl-4-O-(4-O-acetyl-2,3,6-tri-O-4-methoxybenzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / p-TsOH / dimethylformamide / 2 h / 60 °C

2: 89 percent / NaH / dimethylformamide / 16 h / 25 °C

3: 74 percent / NaCNBH₃, 3 Angstroems MS / trifluoroacetic acid; dimethylformamide / 16 h / Ambient temperature

4: 98 percent / pyridine / 15 h / 25 °C

With 3 Angstroems MS; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; In pyridine; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1021/jo9807823