(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (1R,2S)-4-hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Base Information

Chemical Name:(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (1R,2S)-4-hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester
CAS No.:637742-25-7
Molecular Formula:C₅₇H₈₄O₁₀
Molecular Weight:929.288
Hs Code.:

(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (1R,2S)-4-hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

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Chemical Property of (2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (1R,2S)-4-hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

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Technology Process of (2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (1R,2S)-4-hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

There total 12 articles about (2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (1R,2S)-4-hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester 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:

: (2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid (1R,2S)-4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

: 637742-25-7
(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (1R,2S)-4-hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃;
DOI:10.1039/b305818b

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 637742-25-7
(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (1R,2S)-4-hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: conc. H₂SO₄ / 12 h / 0 °C

2: tetrabutylammonium bromide; aq. KOH / tetrahydrofuran / 5 h / 90 °C

3: 761 mg / diisobutylaluminum hydride / NiCl₂(dppp) / diethyl ether; hexane / 2 h / 0 °C

4: 90 percent / imidazole / dimethylformamide / 20 °C

5: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; N,N-dimethylaminopyridine / CH₂Cl₂ / Heating

6: aq. HCl / tetrahydrofuran / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; potassium hydroxide; sulfuric acid; tetrabutylammomium bromide; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b305818b

Reference yield:

: (2R,3S)-5-Allyloxy-2-hydroxymethyl-tetrahydro-furan-3-ol

: 637742-25-7
(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (1R,2S)-4-hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: tetrabutylammonium bromide; aq. KOH / tetrahydrofuran / 5 h / 90 °C

2: 761 mg / diisobutylaluminum hydride / NiCl₂(dppp) / diethyl ether; hexane / 2 h / 0 °C

3: 90 percent / imidazole / dimethylformamide / 20 °C

4: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; N,N-dimethylaminopyridine / CH₂Cl₂ / Heating

5: aq. HCl / tetrahydrofuran / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; potassium hydroxide; tetrabutylammomium bromide; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b305818b