(S)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate

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Chemical Name:(S)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate
CAS No.:939039-35-7
Molecular Formula:C₂₀H₂₁ClF₄N₂O₃S
Molecular Weight:480.911
Hs Code.:

Synonyms:(S)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate

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Chemical Property of (S)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate

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Technology Process of (S)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate

There total 10 articles about (S)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate 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: 77.0%

: 939426-99-0
(R)-N-((5-chloropyridin-2-yl)(6-(trifluoromethyl)pyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide

: 105-45-3
acetoacetic acid methyl ester

: 939039-35-7
(S)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate

: (R)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate

Guidance literature:: acetoacetic acid methyl ester; With lithium diisopropyl amide; In diethyl ether; cyclohexane; at -78 ℃; for 0.5h;

(R)-N-((5-chloropyridin-2-yl)(6-(trifluoromethyl)pyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide; With triisopropoxytitanium(IV) chloride; In hexanes; diethyl ether; cyclohexane; at -78 - 20 ℃; for 1.5h;

Reference yield:

: 89809-64-3
2-cyano-5-chloropyridine

: 939039-35-7
(S)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / diethyl ether / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: titanium(IV) tetraethanolate / tetrahydrofuran / 14 h / 75 °C

3.1: lithium diisopropyl amide / tetrahydrofuran; diethyl ether; n-heptane / 0.5 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

With titanium(IV) tetraethanolate; n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; n-heptane;
DOI:10.1016/j.tet.2012.01.050

Reference yield:

: 89809-64-3
2-cyano-5-chloropyridine

: 939039-35-7
(S)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate

: (R)-methyl 3-(5-chloropyridin-2-yl)-3-((R)-1,1-dimethylethylsulfinamino)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / diethyl ether / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: titanium(IV) tetraethanolate / tetrahydrofuran / 14 h / 75 °C

3.1: lithium diisopropyl amide / tetrahydrofuran; diethyl ether; n-heptane / 0.5 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

With titanium(IV) tetraethanolate; n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; n-heptane;
DOI:10.1016/j.tet.2012.01.050