(R)-N-[(1S)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethyl]-2-methylpropane-2-sulfinamide

Base Information

Chemical Name:(R)-N-[(1S)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethyl]-2-methylpropane-2-sulfinamide
CAS No.:939398-41-1
Molecular Formula:C₂₆H₂₅F₆NO₂S
Molecular Weight:529.546
Hs Code.:

Synonyms:(R)-N-[(1S)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethyl]-2-methylpropane-2-sulfinamide

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

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

There total 7 articles about (R)-N-[(1S)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-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: 81.0%

: 939398-40-0
(R)-N-[-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-(4-fluorophenyl)methylidene]-2-methylpropane-2-sulfinamide

: 939398-41-1
(R)-N-[(1S)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethyl]-2-methylpropane-2-sulfinamide

: 939390-25-7
(R)-N-[(1R)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethyl]-2-methylpropane-2-sulfinamide

Guidance literature:: (R)-N-[-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-(4-fluorophenyl)methylidene]-2-methylpropane-2-sulfinamide; 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:

: 939398-40-0
(R)-N-[-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-(4-fluorophenyl)methylidene]-2-methylpropane-2-sulfinamide

: 6921-34-2
benzylmagnesium chloride

: 939398-41-1
(R)-N-[(1S)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethyl]-2-methylpropane-2-sulfinamide

: 939390-25-7
(R)-N-[(1R)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethyl]-2-methylpropane-2-sulfinamide

Guidance literature:: (R)-N-[-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-(4-fluorophenyl)methylidene]-2-methylpropane-2-sulfinamide; benzylmagnesium chloride; With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1.5h;

With ammonium chloride; In dichloromethane; water;

Reference yield:

: 433939-27-6
3-bromo-5-fluorophenol

: 939398-41-1
(R)-N-[(1S)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethyl]-2-methylpropane-2-sulfinamide

: 939390-25-7
(R)-N-[(1R)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-(4-fluorophenyl)-2-phenylethyl]-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 1 h / 50 °C / Inert atmosphere

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

2.2: 2 h / -78 °C / Inert atmosphere

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

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

4.2: 1.5 h / -78 °C / Inert atmosphere

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