(E)-(9-(4-methoxybenzyloxy)-4-(2-phenylethylidene)nonan-3-yloxy)(tert-butyl)dimethylsilane

Base Information

Chemical Name:(E)-(9-(4-methoxybenzyloxy)-4-(2-phenylethylidene)nonan-3-yloxy)(tert-butyl)dimethylsilane
CAS No.:1360570-74-6
Molecular Formula:C₃₁H₄₈O₃Si
Molecular Weight:496.806
Hs Code.:

Synonyms:(E)-(9-(4-methoxybenzyloxy)-4-(2-phenylethylidene)nonan-3-yloxy)(tert-butyl)dimethylsilane

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Chemical Property of (E)-(9-(4-methoxybenzyloxy)-4-(2-phenylethylidene)nonan-3-yloxy)(tert-butyl)dimethylsilane

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Technology Process of (E)-(9-(4-methoxybenzyloxy)-4-(2-phenylethylidene)nonan-3-yloxy)(tert-butyl)dimethylsilane

There total 5 articles about (E)-(9-(4-methoxybenzyloxy)-4-(2-phenylethylidene)nonan-3-yloxy)(tert-butyl)dimethylsilane 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: 99.0%

: 1360570-96-2
4-(tert-Butyldimethylsilyloxy)-3-methylene-1-phenylhexan-2-yl 2-(diphenylphosphino)benzoate

: 4-(p-methoxybenzyl)oxybutylmagnesium bromide

: 1360570-74-6
(E)-(9-(4-methoxybenzyloxy)-4-(2-phenylethylidene)nonan-3-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: With dimethylsulfide; In diethyl ether; at 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201100844

Reference yield:

: 147849-96-5
ethyl 3-hydroxy-2-methylidenepentanoate

: 1360570-74-6
(E)-(9-(4-methoxybenzyloxy)-4-(2-phenylethylidene)nonan-3-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 24 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 0.08 h / -50 °C / Inert atmosphere

4.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / 0.5 h / 20 °C / Inert atmosphere

4.2: -20 °C / Inert atmosphere

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Inert atmosphere

6.1: dimethylsulfide / diethyl ether / 20 °C / Inert atmosphere

With dmap; n-butyllithium; oxalyl dichloride; dimethylsulfide; N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane; 3.1: Swern oxidation;
DOI:10.1002/chem.201100844

Reference yield:

: 868659-40-9
(+/-)-2-(1-tert-butyldimethylsilyloxypropyl)-2-prop-2-en-1-ol

: 1360570-74-6
(E)-(9-(4-methoxybenzyloxy)-4-(2-phenylethylidene)nonan-3-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 0.08 h / -50 °C / Inert atmosphere

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / 0.5 h / 20 °C / Inert atmosphere

2.2: -20 °C / Inert atmosphere

3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Inert atmosphere

4.1: dimethylsulfide / diethyl ether / 20 °C / Inert atmosphere

With dmap; n-butyllithium; oxalyl dichloride; dimethylsulfide; N,N,N,N,-tetramethylethylenediamine; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane; 1.1: Swern oxidation;
DOI:10.1002/chem.201100844