(4E,6E)-(2S,3S,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triethylsilanyloxy-dodeca-4,6-dienal

Base Information

Chemical Name:(4E,6E)-(2S,3S,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triethylsilanyloxy-dodeca-4,6-dienal
CAS No.:637742-12-2
Molecular Formula:C₃₁H₅₂O₄Si
Molecular Weight:516.837
Hs Code.:

Synonyms:

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Chemical Property of (4E,6E)-(2S,3S,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triethylsilanyloxy-dodeca-4,6-dienal

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Technology Process of (4E,6E)-(2S,3S,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triethylsilanyloxy-dodeca-4,6-dienal

There total 10 articles about (4E,6E)-(2S,3S,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triethylsilanyloxy-dodeca-4,6-dienal 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:

: 637742-11-1
(4E,6E)-(2S,3S,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triethylsilanyloxy-dodeca-4,6-dienethioic acid S-ethyl ester

: 637742-12-2
(4E,6E)-(2S,3S,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triethylsilanyloxy-dodeca-4,6-dienal

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃;
DOI:10.1039/b305818b

Reference yield:

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

: 637742-12-2
(4E,6E)-(2S,3S,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triethylsilanyloxy-dodeca-4,6-dienal

Guidance literature:: Multi-step reaction with 11 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

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;
DOI:10.1039/b305818b

Reference yield:

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

: 637742-12-2
(4E,6E)-(2S,3S,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triethylsilanyloxy-dodeca-4,6-dienal

Guidance literature:: Multi-step reaction with 9 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

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;
DOI:10.1039/b305818b