(2R,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-3-(2-fluorophenyl)butanoate

Base Information

• Chemical Name: (2R,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-3-(2-fluorophenyl)butanoate
• CAS No.: 1346145-55-8
• Molecular Formula: C₁₆H₂₃F₂NO₃S
• Molecular Weight: 347.426

Synonyms:(2R,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-3-(2-fluorophenyl)butanoate

Chemical Property of (2R,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-3-(2-fluorophenyl)butanoate

Chemical Property:

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Technology Process of (2R,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-3-(2-fluorophenyl)butanoate

There total 7 articles about (2R,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-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: 51.0%

ethyl bromofluoroacetate (401-55-8) + (R)-2-methylpropane-2-sulfinic acid [1-(2-fluorophenyl)-(E)-ethylidene]amide (1346145-50-3) → (2R,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-3-(2-fluorophenyl)butanoate (1346145-55-8)

Guidance literature:

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

(R)-2-methylpropane-2-sulfinic acid [1-(2-fluorophenyl)-(E)-ethylidene]amide; In tetrahydrofuran; at -20 ℃; Inert atmosphere;

DOI:10.1021/jm400225m

Reference yield:

ethyl bromofluoroacetate (401-55-8) + C12H16FNOS → (2R,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-3-(2-fluorophenyl)butanoate (1346145-55-8)

Guidance literature:

With diisobutylaluminium hydride; zinc; In tetrahydrofuran; at 30 - 40 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.114028

Reference yield:

ethyl bromofluoroacetate (401-55-8) + (R)-2-methylpropane-2-sulfinic acid [1-(2-fluorophenyl)-(E)-ethylidene]amide (1346145-50-3) → (2S,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-3-(2-fluorophenyl)butanoate (1346145-54-7) + (2R,3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2-fluoro-3-(2-fluorophenyl)butanoate (1346145-55-8)

Guidance literature:

With zinc; In tetrahydrofuran; for 5.25h; Inert atmosphere; Reflux;

upstream raw materials:

ethyl bromofluoroacetate

(R)-2-methylpropane-2-sulfinic acid [1-(2-fluorophenyl)-(E)-ethylidene]amide

2'-Fluoroacetophenone

Downstream raw materials:

(R)-N-((2R,3R)-3-fluoro-2-(2-fluorophenyl)-4-oxobutan-2-yl)-2-methylpropane-2-sulfinamide

(R)-2-methyl-N-((2R,3R,4R)-3,5,5,5-tetrafluoro-2-(2-fluorophenyl)-4-hydroxypentan-2-yl)propane-2-sulfinamide

(R)-2-methyl-N-((2R,3R,4S)-3,5,5,5-tetrafluoro-2-(2-fluorophenyl)-4-hydroxypentan-2-yl)propane-2-sulfinamide

(2R,3R)-3-amino-2-fluoro-3-(2-fluorophenyl)butan-1-ol

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