3-O-allyl-1',3',4',6'-tetra-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose

Base Information

Chemical Name:3-O-allyl-1',3',4',6'-tetra-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose
CAS No.:119909-98-7
Molecular Formula:C₅₉H₆₄O₁₃
Molecular Weight:981.149
Hs Code.:

Synonyms:3-O-allyl-1',3',4',6'-tetra-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose

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Chemical Property of 3-O-allyl-1',3',4',6'-tetra-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose

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Technology Process of 3-O-allyl-1',3',4',6'-tetra-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose

There total 6 articles about 3-O-allyl-1',3',4',6'-tetra-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose 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: 87.0%

: 100-39-0
benzyl bromide

: 119909-97-6
3-O-allyl-3',4',6'-tri-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose

: 119909-98-7
3-O-allyl-1',3',4',6'-tetra-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose

Guidance literature:: With sodium hydride; In methanol; N,N-dimethyl-formamide; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(88)84025-4

Reference yield:

: 57471-93-9
3,3′,4′,6′-tetra-O-acetyl-2,1′:4,6-di-O-isopropylidene sucrose

: 119909-98-7
3-O-allyl-1',3',4',6'-tetra-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose

Guidance literature:: Multi-step reaction with 7 steps

1: 69 percent / NaOMe / methanol / 1.25 h / Ambient temperature

2: 91 percent / silver oxide / dimethylformamide / 16 h / Ambient temperature

3: 89 percent / silver oxide / dimethylformamide / 2 h / Ambient temperature

4: 83 percent / aq. 60percent acetic acid / 45 h / 50 °C

5: 86 percent / toluene-4-sulfonic acid mono hydrate / dimethylformamide / 0.08 h

6: 63 percent / 5percent aq. NaOH, 2,4,6-trimethylpyridine, tetrabutylammonium hydrogen sulfate / CH₂Cl₂ / 20 h / Ambient temperature

7: 87 percent / NaH / dimethylformamide; methanol / 1 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; sodium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; toluene-4-sulfonic acid; acetic acid; silver(l) oxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)84025-4

Reference yield:

: 119936-67-3
3-O-Allyl-3',4',6'-tri-O-benzyl-4,6-O-(4-methoxybenzylidene)sucrose

: 119909-98-7
3-O-allyl-1',3',4',6'-tetra-O-benzyl-2-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)sucrose

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / 5percent aq. NaOH, 2,4,6-trimethylpyridine, tetrabutylammonium hydrogen sulfate / CH₂Cl₂ / 20 h / Ambient temperature

2: 87 percent / NaH / dimethylformamide; methanol / 1 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)84025-4