(Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

Base Information

Chemical Name:(Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide
CAS No.:1560811-33-7
Molecular Formula:C₂₂H₂₄FNOS
Molecular Weight:369.503
Hs Code.:

Synonyms:(Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

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Technology Process of (Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

There total 2 articles about (Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-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: 53.0%

: 1560811-17-7
(Rs)-N-((S)-1-(2-fluoro-6-iodophenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

: 536-74-3
phenylacetylene

: 1560811-33-7
(Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; triethylamine; at 65 ℃; for 6h; Inert atmosphere;
DOI:10.1021/ol500142c

Reference yield:

: 146137-72-6
6-fluoro-2-iodobenzaldehyde

: 1560811-33-7
(Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / dichloromethane / 12 h / 20 °C / Inert atmosphere

1.2: 3 h / -60 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran; triethylamine / 6 h / 65 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; titanium(IV) tetraethanolate; copper(l) iodide; In tetrahydrofuran; dichloromethane; triethylamine; 2.1: |Sonogashira Cross-Coupling;
DOI:10.1021/ol500142c

Reference yield:

: 15226-74-1,61091-28-9,61117-58-6
dicobalt octacarbonyl

: 1560811-33-7
(Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

: 1560811-73-5
(Rs)-N-((3aR,5S)-6-fluoro-2-oxo-1-phenyl-3,3a,4,5-tetrahydro-2H-cyclopenta[a]naphthalen-5-yl)-2-methylpropane-2-sulfinamide

: 1560811-76-8
C₂₃H₂₄FNO₂S

Guidance literature:: dicobalt octacarbonyl; (Rs)-N-((S)-1-(2-fluoro-6-(phenylethynyl)phenyl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

With 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 12h; Overall yield = 95 %; Inert atmosphere;
DOI:10.1021/ol500142c