(S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)benzamide

Base Information

Chemical Name:(S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)benzamide
CAS No.:225120-37-6
Molecular Formula:C₂₀H₁₈F₃N₃O₂
Molecular Weight:389.377
Hs Code.:

Synonyms:(S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)benzamide

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Chemical Property of (S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)benzamide

Chemical Property:

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Technology Process of (S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)benzamide

There total 4 articles about (S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)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: 21.23%

: (S)-3-(m-tolyl)-2-(3-(trifluoromethyl)benzamido)propanoic acid

: 151-63-3
cyanomethylamine sulfate

: 225120-37-6
(S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)benzamide

Guidance literature:: (S)-3-(m-tolyl)-2-(3-(trifluoromethyl)benzamido)propanoic acid; 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 dichloromethane; at 0 ℃;

cyanomethylamine sulfate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.bmcl.2018.03.020

Reference yield:

: 2283-42-3
(S)-2-amino-3-(3-methylphenyl)propionic acid

: 225120-37-6
(S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid / Reflux

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0 °C

2.2: 0 - 20 °C

3.1: lithium hydroxide / tetrahydrofuran; methanol; water

4.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C

4.2: 0 - 20 °C

With sulfuric acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2018.03.020

Reference yield:

: methyl (S)-3-(m-tolyl)-2-(3-(trifluoromethyl)benzamido)propanoate

: 225120-37-6
(S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide / tetrahydrofuran; methanol; water

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C

2.2: 0 - 20 °C

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; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.bmcl.2018.03.020