3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one

Base Information

Chemical Name:3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one
CAS No.:873577-54-9
Molecular Formula:C₂₄H₃₆ClNO₂Si
Molecular Weight:434.094
Hs Code.:

3,3-diallyl-1-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one

Synonyms:3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one

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Chemical Property of 3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one

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Technology Process of 3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one

There total 8 articles about 3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one 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: 70.0%

: 3-allyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one

: 106-95-6
allyl bromide

: 873577-54-9
3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/j.tetlet.2005.10.139

Reference yield:

: 3984-34-7
4-(4-chlorophenyl)-4-oxobutanoic acid

: 873577-54-9
3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / toluene / 16 h / Heating

2: 80 percent / TiCl₄; Et₃SiH / CH₂Cl₂ / 16 h / -78 - 20 °C

3: 95 percent / SOCl₂ / tetrahydrofuran / 0 - 20 °C

4: 80 percent / NaOEt / ethanol / 45 °C

5: 85 percent / aq. HCl / tetrahydrofuran / Heating

6: 75 percent / KH / dimethylformamide / 1 h / 20 °C

7: 70 percent / LDA / tetrahydrofuran / -78 °C

8: 70 percent / LDA / tetrahydrofuran / -78 °C

With hydrogenchloride; triethylsilane; thionyl chloride; sodium ethanolate; titanium tetrachloride; potassium hydride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2005.10.139

Reference yield:

: 873577-51-6
(R)-5-(4-Chloro-phenyl)-1-(1-phenyl-vinyl)-pyrrolidin-2-one

: 873577-54-9
3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-chloro-phenyl)-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / aq. HCl / tetrahydrofuran / Heating

2: 75 percent / KH / dimethylformamide / 1 h / 20 °C

3: 70 percent / LDA / tetrahydrofuran / -78 °C

4: 70 percent / LDA / tetrahydrofuran / -78 °C

With hydrogenchloride; potassium hydride; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.10.139