(S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-3-(2-fluoro-5-nitrophenyl)butanoate

Base Information

Chemical Name:(S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-3-(2-fluoro-5-nitrophenyl)butanoate
CAS No.:1432511-52-8
Molecular Formula:C₁₆H₂₃FN₂O₅S
Molecular Weight:374.433
Hs Code.:

Synonyms:(S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-3-(2-fluoro-5-nitrophenyl)butanoate

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Chemical Property of (S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-3-(2-fluoro-5-nitrophenyl)butanoate

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Technology Process of (S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-3-(2-fluoro-5-nitrophenyl)butanoate

There total 3 articles about (S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-3-(2-fluoro-5-nitrophenyl)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: 96.0%

: 1075230-62-4
(R)-2-methylpropane-2-sulfinic acid [1-(2-fluoro-5-nitrophenyl)-(E)-ethylidene]amide

: 105-36-2
ethyl bromoacetate

: 1432511-52-8
(S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-3-(2-fluoro-5-nitrophenyl)butanoate

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

(R)-2-methylpropane-2-sulfinic acid [1-(2-fluoro-5-nitrophenyl)-(E)-ethylidene]amide; In tetrahydrofuran; at -20 ℃; Inert atmosphere;
DOI:10.1021/jm400225m

Reference yield:

: 445-27-2
2'-Fluoroacetophenone

: 1432511-52-8
(S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-3-(2-fluoro-5-nitrophenyl)butanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sulfuric acid; nitric acid / 0.25 h / -15 °C

2.1: titanium(IV) tetraethanolate / tetrahydrofuran / Reflux

3.1: zinc; copper(l) chloride / tetrahydrofuran / 1 h / 20 - 50 °C / Reflux

3.2: 1 h / 0 °C

With titanium(IV) tetraethanolate; sulfuric acid; nitric acid; copper(l) chloride; zinc; In tetrahydrofuran;

Reference yield:

: 79110-05-7
1-(2-fluoro-5-nitrophenyl)ethanone

: 1432511-52-8
(S)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-3-(2-fluoro-5-nitrophenyl)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 5 h / 50 - 70 °C

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