(6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dienal

Base Information

Chemical Name:(6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dienal
CAS No.:903558-87-2
Molecular Formula:C₃₅H₆₂O₅Si₂
Molecular Weight:619.045
Hs Code.:

Synonyms:(6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dienal

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Chemical Property of (6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dienal

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Technology Process of (6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dienal

There total 7 articles about (6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-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: 82.0%

: 903558-97-4
(6E,9Z)-(2R,3S,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dien-1-ol

: 903558-87-2
(6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dienal

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2006.04.044

Reference yield:

: (E)-(2R,5S,6S)-7-(tert-Butyl-dimethyl-silanyloxy)-6-[(2S,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-5-triethylsilanyloxy-hept-3-enal

: 903558-87-2
(6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dienal

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuOK / tetrahydrofuran / 0 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: 84 percent / DIBAL-H / CH₂Cl₂ / -78 - 0 °C

3.1: 82 percent / Dess-Martin reagent; pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; potassium tert-butylate; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.04.044

Reference yield:

: 903558-96-3
(2S,4S,5R)-4-[(3E,6Z)-(1S,2S,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,5-dimethyl-2-triethylsilanyloxy-octa-3,6-dienyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

: 903558-87-2
(6E,9Z)-(2S,3R,4S,5S,8S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,6,8-trimethyl-5-triethylsilanyloxy-undeca-6,9-dienal

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / DIBAL-H / CH₂Cl₂ / -78 - 0 °C

2: 82 percent / Dess-Martin reagent; pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; diisobutylaluminium hydride; Dess-Martin periodane; In dichloromethane; 2: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.04.044