(2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside

Base Information

Chemical Name:(2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside
CAS No.:1215176-87-6
Molecular Formula:C₇₄H₁₁₈O₁₀
Molecular Weight:1167.74
Hs Code.:

Synonyms:(2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside

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Chemical Property of (2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside

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Technology Process of (2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside

There total 6 articles about (2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside 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: 93.0%

: 506-46-7
1-hexacosanoic acid

: 1215176-85-4
(2S,3S,4R)-2-hydroxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside

: 1215176-87-6
(2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 108h;
DOI:10.1016/j.carres.2010.05.003

Reference yield:

: 1215176-72-9
(2S,3S,4R,5EZ)-1-tert-butyldimethylsilyloxy-3,4-O-isopropylidene-5-octadecen-2-ol

: 1215176-87-6
(2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogen / palladium hydroxide on carbon / ethyl acetate / 1 h / 20 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 20 °C

3.1: pyridine; pyridine hydrofluoride / tetrahydrofuran / 4 h / 0 - 20 °C

4.1: dichloromethane / 0.5 h / 20 °C / Molecular sieves 4 ?

4.2: 2.5 h / 0 - 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.83 h / 20 °C

6.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; tetrahydrofuran / 120 h / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; pyridine hydrofluoride; tetrabutyl ammonium fluoride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium hydroxide on carbon; In tetrahydrofuran; dichloromethane; ethyl acetate;

Reference yield:

: 1215176-80-9
(2S,3R,4R)-2-tert-butyldimethylsilyloxy-3,4-O-isopropylideneoctadecan-1-ol

: 1215176-87-6
(2S,3R,4R)-2-hexacosanoyloxy-3,4-O-isopropylideneoctadecyl-2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 0.5 h / 20 °C / Molecular sieves 4 ?

1.2: 2.5 h / 0 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.83 h / 20 °C

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; tetrahydrofuran / 120 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;