(2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-(tetracosanoylamino)nonane-3,4-diol

Base Information

Chemical Name:(2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-(tetracosanoylamino)nonane-3,4-diol
CAS No.:745042-02-8
Molecular Formula:C₆₇H₁₀₁NO₉
Molecular Weight:1064.54
Hs Code.:

Synonyms:(2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-(tetracosanoylamino)nonane-3,4-diol

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Chemical Property of (2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-(tetracosanoylamino)nonane-3,4-diol

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Technology Process of (2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-(tetracosanoylamino)nonane-3,4-diol

There total 19 articles about (2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-(tetracosanoylamino)nonane-3,4-diol 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: 82.0%

: 745041-79-6
(2S,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-tetracosanoylamino-1,3,4-nonanetriol

: 745042-02-8
(2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-(tetracosanoylamino)nonane-3,4-diol

Guidance literature:: With methanol; hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 2h;

Reference yield: 82.0%

: 872356-79-1
(2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-3,4-bis(tert-butyldimethylsilyloxy)-2-(tetracosanoylamino)nonane

: 745042-02-8
(2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-(tetracosanoylamino)nonane-3,4-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/jo051147h

Reference yield:

: 488-82-4
D-Arabitol

: 745042-02-8
(2S,3S,4R)-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-2-(tetracosanoylamino)nonane-3,4-diol

Guidance literature:: Multi-step reaction with 12 steps

1.1: 91 percent / HCl / 18 h / 20 °C

2.1: 100 percent / Et₃N; Bu₂SnO / CH₂Cl₂ / 21 h / 20 °C

3.1: 91 percent / t-BuOK / tetrahydrofuran / 38 h / 20 °C

4.1: CuI / tetrahydrofuran; hexane / 0.5 h / -30 °C

4.2: 98 percent / tetrahydrofuran; hexane / 3 h / -20 °C

5.1: 93 percent / pyridine / 21 h / -40 - 20 °C

6.1: 100 percent / H₂ / Pd(OH)2 / ethanol / 16 h / 20 °C / atmospheric pressure

7.1: 66 percent / NaN₃ / dimethylformamide / 3 h / 95 °C

8.1: p-TsOH*H₂O / 2 h / 20 °C

8.2: 75 percent / methanol / 1 h / 20 °C

9.1: 68 percent / Bu₄NBr / toluene; dimethylformamide / 120 h / 20 °C

10.1: 100 percent / H₂ / Pd/CaCO₃ / ethanol / 16 h / 20 °C / atmospheric pressure

11.1: EDCI; HOBt / dimethylformamide; CH₂Cl₂ / 0.5 h / 20 °C

11.2: 89 percent / i-Pr₂NEt / dimethylformamide; CH₂Cl₂ / 16 h / 30 °C

12.1: aq. HCl / methanol; CH₂Cl₂; dioxane / 2 h / 20 °C

With pyridine; hydrogenchloride; copper(l) iodide; sodium azide; potassium tert-butylate; tetrabutylammomium bromide; hydrogen; di(n-butyl)tin oxide; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium dihydroxide; Lindlar's catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo048151y