(2S,3R,4R,5S,6S,7Z)-3-(4-methoxybenzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dien-1-ol

Base Information

Chemical Name:(2S,3R,4R,5S,6S,7Z)-3-(4-methoxybenzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dien-1-ol
CAS No.:216669-64-6
Molecular Formula:C₂₇H₄₆O₄Si
Molecular Weight:462.745
Hs Code.:

Synonyms:(2S,3R,4R,5S,6S,7Z)-3-(4-methoxybenzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dien-1-ol

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Chemical Property of (2S,3R,4R,5S,6S,7Z)-3-(4-methoxybenzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dien-1-ol

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Technology Process of (2S,3R,4R,5S,6S,7Z)-3-(4-methoxybenzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dien-1-ol

There total 12 articles about (2S,3R,4R,5S,6S,7Z)-3-(4-methoxybenzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dien-1-ol 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: 83.0%

: 216669-57-7
(2S,3R,4R,5S,6S,7Z)-5-triethylsilanyloxy-1,3-[(R)-4-methoxybenzilidenedioxy]-2,4,6-trimethyldeca-7,9-diene

: 216669-64-6
(2S,3R,4R,5S,6S,7Z)-3-(4-methoxybenzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 - -50 ℃;
DOI:10.1021/ja043168j

Reference yield:

: 851889-70-8
(3E,5S,6S,7R,8R,9S)-6-hydroxy-8,10-[(R)-4-methoxybenzilidenedioxy]-5,7,9-trimethyldec-3-enoic acid methyl ester

: 216669-64-6
(2S,3R,4R,5S,6S,7Z)-3-(4-methoxybenzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

2.1: ozone; pyridine / methanol / -78 °C

2.2: dimethyl sulfide / methanol / -78 - 0 °C

3.1: diethyl ether / 48 h / 20 °C

4.1: 5.6 g / NaH / tetrahydrofuran / 3 h / 20 °C

5.1: 83 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / -78 - -50 °C

With pyridine; 2,6-dimethylpyridine; sodium hydride; diisobutylaluminium hydride; ozone; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; 4.1: Peterson elimination;
DOI:10.1021/ja043168j

Reference yield:

: 216670-83-6
(2R,3R,4S)-4-[(2R,4R,5S)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triethylsilanyloxy-pentanal

: 216669-64-6
(2S,3R,4R,5S,6S,7Z)-3-(4-methoxybenzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dien-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: diethyl ether / 48 h / 20 °C

2: 5.6 g / NaH / tetrahydrofuran / 3 h / 20 °C

3: 83 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / -78 - -50 °C

With sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 2: Peterson elimination;
DOI:10.1021/ja043168j