(2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-3-carboxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Base Information

Chemical Name:(2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-3-carboxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester
CAS No.:637742-28-0
Molecular Formula:C₅₇H₈₀O₁₁
Molecular Weight:941.256
Hs Code.:

(2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-3-carboxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

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Chemical Property of (2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-3-carboxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

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Technology Process of (2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-3-carboxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

There total 14 articles about (2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-3-carboxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl 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,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-4-oxo-butyl ester

: 637742-28-0
(2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-3-carboxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; 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

: 637742-28-0
(2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-3-carboxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Guidance literature:: Multi-step reaction with 8 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

7: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

8: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sulfuric acid; tetrabutylammomium bromide; diisobutylaluminium hydride; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1039/b305818b

Reference yield:

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

: 637742-28-0
(2E,6E,8E)-(4R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-oxo-docosa-2,6,8-trienoic acid (1R,2S)-3-carboxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-propyl ester

Guidance literature:: Multi-step reaction with 7 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

6: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

7: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutylammomium bromide; diisobutylaluminium hydride; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1039/b305818b