(2S,3S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,4-difluoro-3-(2-fluorophenyl)butanoate

Base Information

Chemical Name:(2S,3S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,4-difluoro-3-(2-fluorophenyl)butanoate
CAS No.:1402412-91-2
Molecular Formula:C₁₆H₂₂F₃NO₃S
Molecular Weight:365.417
Hs Code.:

Synonyms:(2S,3S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,4-difluoro-3-(2-fluorophenyl)butanoate

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Chemical Property of (2S,3S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,4-difluoro-3-(2-fluorophenyl)butanoate

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Technology Process of (2S,3S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,4-difluoro-3-(2-fluorophenyl)butanoate

There total 4 articles about (2S,3S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,4-difluoro-3-(2-fluorophenyl)butanoate 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: 32.0%

: 401-55-8
ethyl bromofluoroacetate

: 1415914-97-4
(R)-2-methyl-propane-2-sulfinic acid [2-fluoro-1-(2-fluoro-phenyl)-eth-(E)-ylidene]-amide

: 1402412-91-2
(2S,3S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,4-difluoro-3-(2-fluorophenyl)butanoate

Guidance literature:: ethyl bromofluoroacetate; With copper(l) chloride; zinc; In tetrahydrofuran; at 50 ℃; for 0.5h; Inert atmosphere;

(R)-2-methyl-propane-2-sulfinic acid [2-fluoro-1-(2-fluoro-phenyl)-eth-(E)-ylidene]-amide; In tetrahydrofuran; at -20 ℃; Inert atmosphere;
DOI:10.1021/jm400225m

Reference yield:

: 1402412-84-3
2-fluoro-1-(2-fluorophenyl)ethan-1-one

: 1402412-91-2
(2S,3S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,4-difluoro-3-(2-fluorophenyl)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 50 - 70 °C / Inert atmosphere

2.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 50 °C / Inert atmosphere

2.2: -20 °C / Inert atmosphere

With titanium(IV) tetraethanolate; copper(l) chloride; zinc; In tetrahydrofuran; 2.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m

Reference yield:

: 218771-68-7
1-(2-fluorophenyl)-2-hydroxyethan-1-one

: 1402412-91-2
(2S,3S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,4-difluoro-3-(2-fluorophenyl)butanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Nonafluorobutanesulfonyl fluoride; triethylamine tris(hydrogen fluoride); triethylamine / dichloromethane / 0 - 22 °C / Sealed tube

2.1: titanium(IV) tetraethanolate / tetrahydrofuran / 50 - 70 °C / Inert atmosphere

3.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 50 °C / Inert atmosphere

3.2: -20 °C / Inert atmosphere

With titanium(IV) tetraethanolate; Nonafluorobutanesulfonyl fluoride; triethylamine tris(hydrogen fluoride); triethylamine; copper(l) chloride; zinc; In tetrahydrofuran; dichloromethane; 3.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m