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

Base Information

Chemical Name:allyl-O-<3-O-(4-methoxybenzyl)-β-D-galactopyranosyl>-(1->4)-β-D-glucopyranoside
CAS No.:227601-47-0
Molecular Formula:C₂₃H₃₄O₁₂
Molecular Weight:502.516
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 5 articles about allyl-O-<3-O-(4-methoxybenzyl)-β-D-galactopyranosyl>-(1->4)-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: 71.0%

: 52211-61-7
(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

: 824-94-2
p-methoxybenzyl chloride

: 227601-47-0
allyl-O-<3-O-(4-methoxybenzyl)-β-D-galactopyranosyl>-(1->4)-β-D-glucopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; In toluene; at 90 ℃; for 6h;
DOI:10.1021/ol062199b

Reference yield:

: 52211-61-7
(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

: 824-94-2
p-methoxybenzyl chloride

: 227601-47-0
allyl-O-<3-O-(4-methoxybenzyl)-β-D-galactopyranosyl>-(1->4)-β-D-glucopyranoside

: C₃₁H₄₂O₁₃

: (2S,3R,4S,5S,6R)-2-[(2R,3S,4S,5R,6R)-6-Allyloxy-4-hydroxy-2-hydroxymethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3,5-diol

Guidance literature:: (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; With di(n-butyl)tin oxide; In methanol; for 3h; Heating;

p-methoxybenzyl chloride; With tetrabutylammomium bromide; In benzene; at 50 ℃; for 20h;
DOI:10.1016/S0008-6215(01)00213-0

Reference yield:

: 3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,52554-32-2
lactose octaacetate

: 227601-47-0
allyl-O-<3-O-(4-methoxybenzyl)-β-D-galactopyranosyl>-(1->4)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: Br₂, red phosphorus / 2.5 h / 20 °C

2: 91 percent / Hg(CN)2 / 1.5 h / 60 °C

3: 95 percent / NaOMe, MeOH / 5 °C

4: 1.) Bu₂SnO, 2.) Bu₄NBr / 1.) CH₃OH, reflux, 15 min, 2.) benzene, reflux, 48 h

With methanol; phosphorus; tetrabutylammomium bromide; bromine; sodium methylate; mercury(II) cyanide; di(n-butyl)tin oxide;