(5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one

Base Information

Chemical Name:(5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one
CAS No.:117005-89-7
Molecular Formula:C₃₆H₃₉NO₃Si
Molecular Weight:561.796
Hs Code.:

Synonyms:(5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one

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Chemical Property of (5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one

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Technology Process of (5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one

There total 16 articles about (5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)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: 82.0%

: 75-16-1
methylmagnesium bromide

: 130696-99-0
(S)-1-[(Z)-3-(Dimethyl-phenyl-silanyl)-acryloyl]-5-trityloxymethyl-pyrrolidin-2-one

: 117005-89-7
(5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one

: (5S)-1-[(3R)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one

Guidance literature:: With dimethylsulfide; MgBr₂*Me₂S; In tetrahydrofuran; diethyl ether; at -65 ℃;
DOI:10.1039/c39870001177

Reference yield:

: 56583-95-0
1-(dimethyl(phenyl)silyl)ethanone

: 117005-89-7
(5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride / tetrahydrofuran / 20 °C

2: CuCl; polymethylhydrosiloxane; NaO-t-Bu / (R,S)-PPF-P(t-Bu)2 / toluene; 2-methyl-propan-2-ol / 9 h / -30 °C

3: NaOH / ethanol; H₂O / 14 h / 20 °C

4: oxalyl chloride / CH₂Cl₂ / 2 h / 20 °C

5: n-BuLi / tetrahydrofuran / 2 h / -78 °C

With sodium hydroxide; n-butyllithium; polymethylhydrosiloxane; oxalyl dichloride; sodium hydride; copper(l) chloride; sodium t-butanolate; (R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/ol0529593

Reference yield:

: 889130-00-1
octyl (Z)-3-(dimethyl(phenyl)silyl)-2-butenoate

: 117005-89-7
(5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: CuCl; polymethylhydrosiloxane; NaO-t-Bu / (R,S)-PPF-P(t-Bu)2 / toluene; 2-methyl-propan-2-ol / 9.5 h / -30 °C

2: NaOH / ethanol; H₂O / 14 h / 20 °C

3: oxalyl chloride / CH₂Cl₂ / 2 h / 20 °C

4: n-BuLi / tetrahydrofuran / 2 h / -78 °C

With sodium hydroxide; n-butyllithium; polymethylhydrosiloxane; oxalyl dichloride; copper(l) chloride; sodium t-butanolate; (R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/ol0529593