3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-hydroxyethyl]-5-fluorobenzonitrile

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Chemical Name:3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-hydroxyethyl]-5-fluorobenzonitrile
CAS No.:1455472-12-4
Molecular Formula:C₁₉H₂₉FN₂O₂Si
Molecular Weight:364.535
Hs Code.:

Synonyms:3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-hydroxyethyl]-5-fluorobenzonitrile

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Chemical Property of 3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-hydroxyethyl]-5-fluorobenzonitrile

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Technology Process of 3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-hydroxyethyl]-5-fluorobenzonitrile

There total 4 articles about 3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-hydroxyethyl]-5-fluorobenzonitrile 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: 45.0%

: 1455472-11-3
(S)-3-fluoro-5-(oxiran-2-yl)benzonitrile

: 207113-36-8
(S)-3-((tert-butyldimethylsilyl)oxy)pyrrolidine

: 1455472-12-4
3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-hydroxyethyl]-5-fluorobenzonitrile

Guidance literature:: In ethanol; at 80 ℃; for 3h;

Reference yield:

: 1455472-09-9
3-fluoro-5-vinylbenzonitrile

: 1455472-12-4
3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-hydroxyethyl]-5-fluorobenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: AD-mix-α / water; tert-butyl alcohol / 24 h / 20 °C

2.1: chloro-trimethyl-silane; Trimethyl orthoacetate / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

2.2: 1.5 h / 0 - 20 °C

3.1: ethanol / 3 h / 80 °C

With Trimethyl orthoacetate; chloro-trimethyl-silane; AD-mix-α; In ethanol; dichloromethane; water; tert-butyl alcohol;

Reference yield:

: 179898-34-1
3-bromo-5-fluorobenzonitrile

: 1455472-12-4
3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-hydroxyethyl]-5-fluorobenzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / ethanol / 3 h / 80 °C / Inert atmosphere

2.1: AD-mix-α / water; tert-butyl alcohol / 24 h / 20 °C

3.1: chloro-trimethyl-silane; Trimethyl orthoacetate / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

3.2: 1.5 h / 0 - 20 °C

4.1: ethanol / 3 h / 80 °C

With Trimethyl orthoacetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; chloro-trimethyl-silane; AD-mix-α; triethylamine; In ethanol; dichloromethane; water; tert-butyl alcohol;