(S)-N((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide

Base Information

Chemical Name:(S)-N((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide
CAS No.:1415914-92-9
Molecular Formula:C₁₄H₁₉BrF₃NO₂S
Molecular Weight:402.276
Hs Code.:

Synonyms:(S)-N((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide

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Chemical Property of (S)-N((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide

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Technology Process of (S)-N((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide

There total 5 articles about (S)-N((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-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: 52.8%

: 1414877-21-6
(S)-methyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate

: 1415914-92-9
(S)-N((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide

Guidance literature:: (S)-methyl 3-(5-bromo-2-fluorophenyl)-3-((S)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate; With lithium borohydride; In tetrahydrofuran; at 5 - 23 ℃; for 16h;

With water; ammonium chloride; In tetrahydrofuran; ethyl acetate; for 0.75h; Cooling with acetone-dry ice;

Reference yield:

: 460-00-4
1-Bromo-4-fluorobenzene

: 1415914-92-9
(S)-N((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -70 - -60 °C

1.2: -10 °C

2.1: titanium(IV) tetraethanolate / tetrahydrofuran / 3 h / 23 - 70 °C

3.1: diisopropylamine; n-butyllithium / triisopropoxytitanium(IV) chloride / hexane; tetrahydrofuran / 0.5 h / -70 °C

3.2: 2 h / -70 °C

4.1: Reprosil Chiral NR column / n-heptane; ethanol / Resolution of racemate

5.1: lithium borohydride / tetrahydrofuran / 16 h / 5 - 23 °C

5.2: 0.75 h / Cooling with acetone-dry ice

With titanium(IV) tetraethanolate; lithium borohydride; n-butyllithium; diisopropylamine; triisopropoxytitanium(IV) chloride; In tetrahydrofuran; ethanol; hexane; n-heptane;

Reference yield:

: 1262858-97-8
1-(5-bromo-2-fluorophenyl)-2,2-difluoroethanone

: 1415914-92-9
(S)-N((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 3 h / 23 - 70 °C

2.1: diisopropylamine; n-butyllithium / triisopropoxytitanium(IV) chloride / hexane; tetrahydrofuran / 0.5 h / -70 °C

2.2: 2 h / -70 °C

3.1: Reprosil Chiral NR column / n-heptane; ethanol / Resolution of racemate

4.1: lithium borohydride / tetrahydrofuran / 16 h / 5 - 23 °C

4.2: 0.75 h / Cooling with acetone-dry ice

With titanium(IV) tetraethanolate; lithium borohydride; n-butyllithium; diisopropylamine; triisopropoxytitanium(IV) chloride; In tetrahydrofuran; ethanol; hexane; n-heptane;