(2E,4R,5S,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-tetradecatrienal

Base Information

Chemical Name:(2E,4R,5S,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-tetradecatrienal
CAS No.:637741-24-3
Molecular Formula:C₃₄H₅₆O₄Si
Molecular Weight:556.902
Hs Code.:

Synonyms:(2E,4R,5S,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-tetradecatrienal

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Chemical Property of (2E,4R,5S,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-tetradecatrienal

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Technology Process of (2E,4R,5S,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-tetradecatrienal

There total 13 articles about (2E,4R,5S,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-tetradecatrienal 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:

: 637742-14-4
(2E,6E,8E)-(4R,5S,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triethylsilanyloxy-tetradeca-2,6,8-trien-1-ol

: 637741-24-3
(2E,4R,5S,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-tetradecatrienal

Guidance literature:: With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/b305818b

Reference yield:

: 637742-08-6
(4R,5S)-4-(S)-sec-butyl-2-(4-methoxyphenyl)-5-methyl-1,3-dioxane

: 637741-24-3
(2E,4R,5S,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-tetradecatrienal

Guidance literature:: Multi-step reaction with 14 steps

1: 91 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 12 h / 0 °C

2: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

3: 3.5 g / tetrahydrofuran / 12 h / Heating

4: 93 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0 °C

5: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

6: tetrahydrofuran / Heating

7: diisobutylaluminum hydride / CH₂Cl₂; hexane / 0 °C

8: tetrapropylammonium perruthenate; N-methyl morpholine N-oxide / CH₂Cl₂ / 20 °C

9: 75 percent / tin(II) trifluoromethanesulfonate; (S)-1-methyl-2-[(N-1-naphthylamino)-methyl]pyrrolidine; dibutyltin diacetate / CH₂Cl₂ / 16 h / -78 °C

10: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

11: diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 °C

12: tetrahydrofuran / Heating

13: diisobutylaluminum hydride / CH₂Cl₂; hexane / 0 °C

14: 362 mg / tetrapropylammonium perruthenate; N-methyl morpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

With 2,6-dimethylpyridine; tin(II) trifluoromethanesulfonate; tetrapropylammonium perruthennate; dibutyltin diacetate; oxalyl dichloride; diisobutylaluminium hydride; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 2: Swern oxidation / 3: Wittig reaction / 5: Swern oxidation / 6: Wittig reaction / 12: Wittig reaction;
DOI:10.1039/b305818b

Reference yield:

: (2R,3R,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-hexanal

: 637741-24-3
(2E,4R,5S,6E,8E,10S,11R,12S)-2,4,6,8,10,12-hexamethyl-5-(triethylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-tetradecatrienal

Guidance literature:: Multi-step reaction with 12 steps

1: 3.5 g / tetrahydrofuran / 12 h / Heating

2: 93 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0 °C

3: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

4: tetrahydrofuran / Heating

5: diisobutylaluminum hydride / CH₂Cl₂; hexane / 0 °C

6: tetrapropylammonium perruthenate; N-methyl morpholine N-oxide / CH₂Cl₂ / 20 °C

7: 75 percent / tin(II) trifluoromethanesulfonate; (S)-1-methyl-2-[(N-1-naphthylamino)-methyl]pyrrolidine; dibutyltin diacetate / CH₂Cl₂ / 16 h / -78 °C

8: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

9: diisobutylaluminum hydride / CH₂Cl₂; hexane / -78 °C

10: tetrahydrofuran / Heating

11: diisobutylaluminum hydride / CH₂Cl₂; hexane / 0 °C

12: 362 mg / tetrapropylammonium perruthenate; N-methyl morpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

With 2,6-dimethylpyridine; tin(II) trifluoromethanesulfonate; tetrapropylammonium perruthennate; dibutyltin diacetate; oxalyl dichloride; diisobutylaluminium hydride; (2S)-1-methyl-2-<(N-1-naphthylamino)methyl>pyrrolidine; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 1: Wittig reaction / 3: Swern oxidation / 4: Wittig reaction / 10: Wittig reaction;
DOI:10.1039/b305818b