(2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Base Information

Chemical Name:(2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester
CAS No.:637742-07-5
Molecular Formula:C₆₃H₈₈O₁₂
Molecular Weight:1037.38
Hs Code.:

(2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Synonyms:(2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

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Chemical Property of (2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

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Technology Process of (2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

There total 19 articles about (2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(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: 84.0%

: 637741-19-6
(1R,2S,3R)-1-[(4-methoxybenzyloxy)methyl]-2,3-bis(4-methoxybenzyloxy)-4-(tert-butyldimethylsiloxy)butyl (2E,4R,5S,6E,8E,11R)-2,4,6,8-tetramethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-docosatrienoate

: 637742-07-5
(2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1039/b305818b

Reference yield:

: 288402-96-0
2-(4-methoxyphenyl)-4-(R)-undecyl-[1,3]dioxane

: 637742-07-5
(2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: Multi-step reaction with 17 steps

1: 98 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 20 h / 0 °C

2: 84 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

3: tetrahydrofuran / 12 h / Heating

4: 2.67 g / diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 °C

5: 89 percent / tetrapropylammonium perruthenate; N-methyl morpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

6: tetrahydrofuran / Heating

7: 1.98 g / diisobutylaluminun hydride / CH₂Cl₂; hexane / -78 °C

8: 95 percent / manganese(IV) oxide / CH₂Cl₂ / 15 h / 20 °C

9: 78 percent / tin(II) trifluoromethanesufonate; (S)-1-methyl-2-[(N-1-naphthylamino)-methyl]pyrrolidine; dibutyltin diacetate / CH₂Cl₂ / 16 h / -78 °C

10: 85 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 20 °C

11: 95 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.08 h / -78 °C

12: 98 percent / CH₂Cl₂ / Heating

13: 87 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 °C

14: manganese(IV) oxide / CH₂Cl₂ / 20 °C

15: 91 percent / sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 15 h / 20 °C

16: 65 percent / dicyclohexyl carbodiimide; N,N-dimethylaminopyridine; N,N-dimethylaminopyridine hydrochloride / CH₂Cl₂ / 48 h / Heating

17: 84 percent / aq. HCl / tetrahydrofuran / 12 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; tin(II) trifluoromethanesulfonate; tetrapropylammonium perruthennate; dibutyltin diacetate; 2-methyl-but-2-ene; oxalyl dichloride; 4-(dimethylamino)pyridine hydrochloride; diisobutylaluminium hydride; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol; 2: Swern oxidation / 3: Wittig reaction / 6: Wittig reaction / 12: Wittig reaction;
DOI:10.1039/b305818b

Reference yield:

: 139623-13-5
(R)-1,3-dihydroxytetradecane

: 637742-07-5
(2E,6E,8E)-(4R,5S,11R)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-docosa-2,6,8-trienoic acid (1R,2S,3R)-4-hydroxy-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: Multi-step reaction with 18 steps

1: 90 percent / p-toluenesulfonic acid / CH₂Cl₂ / 15 h / 20 °C

2: 98 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 20 h / 0 °C

3: 84 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

4: tetrahydrofuran / 12 h / Heating

5: 2.67 g / diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 °C

6: 89 percent / tetrapropylammonium perruthenate; N-methyl morpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

7: tetrahydrofuran / Heating

8: 1.98 g / diisobutylaluminun hydride / CH₂Cl₂; hexane / -78 °C

9: 95 percent / manganese(IV) oxide / CH₂Cl₂ / 15 h / 20 °C

10: 78 percent / tin(II) trifluoromethanesufonate; (S)-1-methyl-2-[(N-1-naphthylamino)-methyl]pyrrolidine; dibutyltin diacetate / CH₂Cl₂ / 16 h / -78 °C

11: 85 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 20 °C

12: 95 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.08 h / -78 °C

13: 98 percent / CH₂Cl₂ / Heating

14: 87 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 °C

15: manganese(IV) oxide / CH₂Cl₂ / 20 °C

16: 91 percent / sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 15 h / 20 °C

17: 65 percent / dicyclohexyl carbodiimide; N,N-dimethylaminopyridine; N,N-dimethylaminopyridine hydrochloride / CH₂Cl₂ / 48 h / Heating

18: 84 percent / aq. HCl / tetrahydrofuran / 12 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; tin(II) trifluoromethanesulfonate; tetrapropylammonium perruthennate; dibutyltin diacetate; 2-methyl-but-2-ene; oxalyl dichloride; 4-(dimethylamino)pyridine hydrochloride; diisobutylaluminium hydride; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; toluene-4-sulfonic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol; 3: Swern oxidation / 4: Wittig reaction / 7: Wittig reaction / 13: Wittig reaction;
DOI:10.1039/b305818b