1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-glucitol

Base Information

Chemical Name:1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-glucitol
CAS No.:350243-31-1
Molecular Formula:C₆₈H₉₆O₁₅
Molecular Weight:1153.5
Hs Code.:

Synonyms:1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-glucitol

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Chemical Property of 1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-glucitol

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Technology Process of 1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-glucitol

There total 6 articles about 1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-glucitol 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: 89.0%

: 350243-30-0
1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-benzyl-5,6-di-O-tetradecyl-D-glucitol

: 350243-31-1
1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-glucitol

Guidance literature:: With palladium dihydroxide; cyclohexene; In ethanol; at 80 ℃; for 8h;
DOI:10.1016/S0008-6215(01)00019-2

Reference yield:

: 112-71-0
1-Bromotetradecane

: 350243-31-1
1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / NaOH; Bu₄NBr / H₂O / 6 h / 80 °C

2: 93 percent / H₂SO₄ / H₂O; dioxane / 3.5 h / Heating

3: 77 percent / NaBH₄ / H₂O; CHCl₃; ethanol / 15 h / 20 °C

4: 57 percent / 4A MS; Me₃SiOTf / CH₂Cl₂

5: 89 percent / Pd(OH)2; cyclohexene / ethanol / 8 h / 80 °C

With palladium dihydroxide; sodium hydroxide; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; tetrabutylammomium bromide; cyclohexene; In 1,4-dioxane; ethanol; dichloromethane; chloroform; water;
DOI:10.1016/S0008-6215(01)00019-2

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 350243-31-1
1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-5,6-di-O-tetradecyl-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / NaOH; Bu₄NBr / H₂O / 6 h / 80 °C

2: 93 percent / H₂SO₄ / H₂O; dioxane / 3.5 h / Heating

3: 77 percent / NaBH₄ / H₂O; CHCl₃; ethanol / 15 h / 20 °C

4: 57 percent / 4A MS; Me₃SiOTf / CH₂Cl₂

5: 89 percent / Pd(OH)2; cyclohexene / ethanol / 8 h / 80 °C

With palladium dihydroxide; sodium hydroxide; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; tetrabutylammomium bromide; cyclohexene; In 1,4-dioxane; ethanol; dichloromethane; chloroform; water;
DOI:10.1016/S0008-6215(01)00019-2