3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]-N-(2,2,2-trifluoroethyl)benzamide

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Chemical Name:3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]-N-(2,2,2-trifluoroethyl)benzamide
CAS No.:1455472-84-0
Molecular Formula:C₂₂H₃₆F₃N₃O₂Si
Molecular Weight:459.627
Hs Code.:

Synonyms:3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]-N-(2,2,2-trifluoroethyl)benzamide

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Chemical Property of 3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]-N-(2,2,2-trifluoroethyl)benzamide

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Technology Process of 3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]-N-(2,2,2-trifluoroethyl)benzamide

There total 10 articles about 3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]-N-(2,2,2-trifluoroethyl)benzamide 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: 48.0%

: 753-90-2
trifluoroethylamine

: 1455472-91-9
3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]benzoic acid

: 1455472-84-0
3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]-N-(2,2,2-trifluoroethyl)benzamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 25 ℃; for 1h;

Reference yield:

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

: 1455472-84-0
3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]-N-(2,2,2-trifluoroethyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethanethiol / 15 h / 70 °C

2.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1.5 h / 0 - 25 °C

2.2: 20 h / 30 °C

3.1: lithium hydroxide monohydrate / water; methanol / 1 h / 25 °C

4.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 25 °C

With lithium hydroxide monohydrate; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; ethanethiol;

Reference yield:

: 3-(2-bromo-acetyl)-benzoic acid ethyl ester

: 1455472-84-0
3-[(1S)-2-[(3S)-3-[(tert-butyldimethylsilyl)oxy]pyrrolidin-1-yl]-1-(methylamino)ethyl]-N-(2,2,2-trifluoroethyl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: tert-butyl methyl ether; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; N,N-diethylamine-borane / 9 h / 25 - 40 °C

2.1: potassium carbonate / ethanol / 1 h / 0 - 25 °C

3.1: ethanethiol / 15 h / 70 °C

4.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1.5 h / 0 - 25 °C

4.2: 20 h / 30 °C

5.1: lithium hydroxide monohydrate / water; methanol / 1 h / 25 °C

6.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 25 °C

With N,N-diethylamine-borane; lithium hydroxide monohydrate; tert-butyl methyl ether; potassium carbonate; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; ethanethiol;