(E)-tert-butyldimethyl(6-methyl-4-(2-phenylethylidene)heptan-3-yloxy)silane

Base Information

Chemical Name:(E)-tert-butyldimethyl(6-methyl-4-(2-phenylethylidene)heptan-3-yloxy)silane
CAS No.:1360570-59-7
Molecular Formula:C₂₂H₃₈OSi
Molecular Weight:346.629
Hs Code.:

Synonyms:(E)-tert-butyldimethyl(6-methyl-4-(2-phenylethylidene)heptan-3-yloxy)silane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-tert-butyldimethyl(6-methyl-4-(2-phenylethylidene)heptan-3-yloxy)silane

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Technology Process of (E)-tert-butyldimethyl(6-methyl-4-(2-phenylethylidene)heptan-3-yloxy)silane

There total 5 articles about (E)-tert-butyldimethyl(6-methyl-4-(2-phenylethylidene)heptan-3-yloxy)silane 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: 66.0%

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

: 920-39-8
isopropylmagnesium bromide

: 1360570-59-7
(E)-tert-butyldimethyl(6-methyl-4-(2-phenylethylidene)heptan-3-yloxy)silane

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

: 1360570-59-7
(E)-tert-butyldimethyl(6-methyl-4-(2-phenylethylidene)heptan-3-yloxy)silane

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

: 1360570-59-7
(E)-tert-butyldimethyl(6-methyl-4-(2-phenylethylidene)heptan-3-yloxy)silane

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