tert-butyl (S)-3-(((R)-tert-butylsulfinyl)amino)-3-(2-fluoro-5-nitrophenyl)butanoate

Base Information

• Chemical Name: tert-butyl (S)-3-(((R)-tert-butylsulfinyl)amino)-3-(2-fluoro-5-nitrophenyl)butanoate
• CAS No.: 1075230-63-5
• Molecular Formula: C₁₈H₂₇FN₂O₅S
• Molecular Weight: 402.487

Synonyms:tert-butyl (S)-3-(((R)-tert-butylsulfinyl)amino)-3-(2-fluoro-5-nitrophenyl)butanoate

Chemical Property of tert-butyl (S)-3-(((R)-tert-butylsulfinyl)amino)-3-(2-fluoro-5-nitrophenyl)butanoate

Chemical Property:

Purity/Quality:

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Technology Process of tert-butyl (S)-3-(((R)-tert-butylsulfinyl)amino)-3-(2-fluoro-5-nitrophenyl)butanoate

There total 5 articles about tert-butyl (S)-3-(((R)-tert-butylsulfinyl)amino)-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: 77.0%

acetic acid tert-butyl ester (540-88-5) + (R)-N-(1-(2-fluoro-5-nitrophenyl)ethylidene)-2-methylpropane-2-sulfinamide (1076160-56-9) → tert-butyl (S)-3-(((R)-tert-butylsulfinyl)amino)-3-(2-fluoro-5-nitrophenyl)butanoate (1075230-63-5)

Guidance literature:

acetic acid tert-butyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With triisopropoxytitanium(IV) chloride; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(R)-N-(1-(2-fluoro-5-nitrophenyl)ethylidene)-2-methylpropane-2-sulfinamide; In tetrahydrofuran; hexane; at -78 ℃; for 2h; diastereoselective reaction;

DOI:10.1021/acs.jmedchem.0c01917

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) + (R)-2-methylpropane-2-sulfinic acid [1-(2-fluoro-5-nitrophenyl)-(E)-ethylidene]amide (1075230-62-4) → tert-butyl (S)-3-(((R)-tert-butylsulfinyl)amino)-3-(2-fluoro-5-nitrophenyl)butanoate (1075230-63-5)

Guidance literature:

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

Reference yield:

(R)-2-methylpropane-2-sulfinic acid [1-(2-fluoro-5-nitrophenyl)-(E)-ethylidene]amide (1075230-62-4) + ethyl bromoacetate (105-36-2) → tert-butyl (S)-3-(((R)-tert-butylsulfinyl)amino)-3-(2-fluoro-5-nitrophenyl)butanoate (1075230-63-5)

Guidance literature:

With zinc; In tetrahydrofuran; for 5h; Inert atmosphere; Reflux;

upstream raw materials:

acetic acid tert-butyl ester

(R)-N-(1-(2-fluoro-5-nitrophenyl)ethylidene)-2-methylpropane-2-sulfinamide

bromoacetic acid tert-butyl ester

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

Downstream raw materials:

C₁₀H₁₁FN₂O₄*ClH

(R)-2-methyl-propane-2-sulfinic acid [(S)-1-(2-fluoro-5-nitro-phenyl)-3-hydroxy-1-methyl-propyl]-amide

thioacetic acid S-[(S)-3-(2-fluoro-5-nitro-phenyl)-(R)-3-(2-methyl-propane-2-sulfinylamino)-butyl] ester

[(S)-3-amino-3-(2-fluoro-5-nitro-phenyl)-butylsulfanyl]-acetonitrile

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