acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl ester

Base Information

Chemical Name:acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl ester
CAS No.:820963-54-0
Molecular Formula:C₂₆H₄₀O₄Si
Molecular Weight:444.687
Hs Code.:

acetic acid 3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl ester

Synonyms:acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl ester

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Chemical Property of acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl ester

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Technology Process of acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl ester

There total 5 articles about acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl 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:

: 108-24-7
acetic anhydride

: 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dien-1-ol

: 820963-54-0
acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at -78 - 0 ℃; for 19h;
DOI:10.1021/ja044736y

Reference yield:

: 60340-28-5
1-phenylhex-5-en-3-ol

: 820963-54-0
acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 5 h

2.1: diisopropylamine; n-butyllithium / hexane / 0.25 h / -78 °C

2.2: 96 percent / hexamethylphosphoramide / hexane / 0.5 h / -78 °C

3.1: 80 percent / triethylamine; (E)-crotonyl chloride / tetrahydrofuran / 16 h / 20 °C

4.1: diisobutylaluminum hydride / CH₂Cl₂ / 1.5 h / -78 °C

5.1: 250 mg / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 19 h / -78 - 0 °C

With pyridine; dmap; n-butyllithium; trans-but-2-enyl chloride; diisobutylaluminium hydride; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 3.1: Rathke's procedure;
DOI:10.1021/ja044736y

Reference yield:

: 79364-37-7
(+/-)-1-(2-phenylethyl)-3-butenyl acetate

: 820963-54-0
acetic acid 3-(tert-butyl-dimethyl-silanyloxy)-1-(1-phenethyl-but-3-enyloxy)-hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylamine; n-butyllithium / hexane / 0.25 h / -78 °C

1.2: 96 percent / hexamethylphosphoramide / hexane / 0.5 h / -78 °C

2.1: 80 percent / triethylamine; (E)-crotonyl chloride / tetrahydrofuran / 16 h / 20 °C

3.1: diisobutylaluminum hydride / CH₂Cl₂ / 1.5 h / -78 °C

4.1: 250 mg / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 19 h / -78 - 0 °C

With pyridine; dmap; n-butyllithium; trans-but-2-enyl chloride; diisobutylaluminium hydride; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 2.1: Rathke's procedure;
DOI:10.1021/ja044736y