3-(4:6-p-methoxybenzylidene-2:3-carbonylmethylene-β-D-galactopyranosyl)-1-propene

Base Information

Chemical Name:3-(4:6-p-methoxybenzylidene-2:3-carbonylmethylene-β-D-galactopyranosyl)-1-propene
CAS No.:181629-39-0
Molecular Formula:C₁₉H₂₂O₇
Molecular Weight:362.379
Hs Code.:

Synonyms:3-(4:6-p-methoxybenzylidene-2:3-carbonylmethylene-β-D-galactopyranosyl)-1-propene

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Chemical Property of 3-(4:6-p-methoxybenzylidene-2:3-carbonylmethylene-β-D-galactopyranosyl)-1-propene

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Technology Process of 3-(4:6-p-methoxybenzylidene-2:3-carbonylmethylene-β-D-galactopyranosyl)-1-propene

There total 4 articles about 3-(4:6-p-methoxybenzylidene-2:3-carbonylmethylene-β-D-galactopyranosyl)-1-propene 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:

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 181629-39-0
3-(4:6-p-methoxybenzylidene-2:3-carbonylmethylene-β-D-galactopyranosyl)-1-propene

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) Ac₂O, pyridine, DMAP / 1.) THF, from -78 deg C to 23 deg C, 0.5 h, 2.) overnight

2: 91 percent / Amberlite IR 400 (OH-) resin, MeOH / 23 °C

3: 65 percent / toluene-p-sulphonic acid monohydrate / dimethylformamide / 50 °C

4: 1.) Bu₂SnO, 2.) Bu₄NI / 1.) toluene, reflux, 16 h, 2.) toluene, reflux, 3 h

With pyridine; methanol; dmap; Amberlite IR 400 (OH-) resin; acetic anhydride; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1016/0968-0896(96)00127-7

Reference yield:

: 129706-77-0
3-(β-D-galactopyranosyl)-1-propene

: 181629-39-0
3-(4:6-p-methoxybenzylidene-2:3-carbonylmethylene-β-D-galactopyranosyl)-1-propene

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / toluene-p-sulphonic acid monohydrate / dimethylformamide / 50 °C

2: 1.) Bu₂SnO, 2.) Bu₄NI / 1.) toluene, reflux, 16 h, 2.) toluene, reflux, 3 h

With tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1016/0968-0896(96)00127-7

Reference yield:

: 96-32-2
bromoacetic acid methyl ester

: 163732-17-0
3-(4:6-p-methoxybenzylidene-β-D-galactopyranosyl)-1-propene

: 181629-39-0
3-(4:6-p-methoxybenzylidene-2:3-carbonylmethylene-β-D-galactopyranosyl)-1-propene

Guidance literature:: With tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; Multistep reaction; 1.) toluene, reflux, 2.) toluene, reflux;
DOI:10.1021/ja00124a037