(R)-N-((R)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide

Base Information

Chemical Name:(R)-N-((R)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide
CAS No.:939399-01-6
Molecular Formula:C₂₇H₂₇F₆NO₃S
Molecular Weight:559.573
Hs Code.:

Synonyms:(R)-N-((R)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide

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Chemical Property of (R)-N-((R)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide

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Technology Process of (R)-N-((R)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide

There total 6 articles about (R)-N-((R)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide 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: 15.0%

: (R,Z)-N-((4-fluoro-3-methoxyphenyl)(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)methylene)-2-methylpropane-2-sulfinamide

: 6921-34-2
benzylmagnesium chloride

: 939399-01-6
(R)-N-((R)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide

: 939039-49-3
(R)-N-((S)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide

Guidance literature:: (R,Z)-N-((4-fluoro-3-methoxyphenyl)(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)methylene)-2-methylpropane-2-sulfinamide; With boron trifluoride diethyl etherate; In dichloromethane; at -71 ℃; for 0.166667h;

benzylmagnesium chloride; In diethyl ether; dichloromethane; at -75 ℃; for 0.0833333h;

With water; ammonium chloride; In diethyl ether; dichloromethane;

Reference yield:

: C₂₀H₁₉F₆NO₃S

: 939399-01-6
(R)-N-((R)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide

Guidance literature:: C₂₀H₁₉F₆NO₃S; With boron trifluoride diethyl etherate; In diethyl ether; dichloromethane; at -78 ℃; for 0.166667h; Inert atmosphere;

benzylmagnesium halide; In diethyl ether; dichloromethane; at -78 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.5b01363

Reference yield:

: 461-96-1
3,5-difluorobromobenzene

: 939399-01-6
(R)-N-((R)-1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium trimethylsilonate / diethylene glycol dimethyl ether / 5 h / 120 °C / Inert atmosphere

2.1: caesium carbonate / dimethyl sulfoxide / 5 h / 50 °C / Inert atmosphere

2.2: 1 h / 50 °C / Inert atmosphere

3.1: n-butyllithium / hexane; diethyl ether / 0.75 h / -78 °C / Inert atmosphere

3.2: 2 h / -78 °C / Inert atmosphere

4.1: titanium(IV) tetraethanolate / tetrahydrofuran / 48 h / Inert atmosphere; Reflux

5.1: boron trifluoride diethyl etherate / diethyl ether; dichloromethane / 0.17 h / -78 °C / Inert atmosphere

5.2: 1.5 h / -78 °C / Inert atmosphere

With titanium(IV) tetraethanolate; n-butyllithium; boron trifluoride diethyl etherate; potassium trimethylsilonate; caesium carbonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; diethylene glycol dimethyl ether; dimethyl sulfoxide;
DOI:10.1021/acs.jmedchem.5b01363