methyl (S_S,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

Base Information

• Chemical Name: methyl (S_S,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate
• CAS No.: 267011-72-3
• Molecular Formula: C₁₉H₂₁NO₄S
• Molecular Weight: 359.446

Synonyms:methyl (S_S,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

Chemical Property of methyl (S_S,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

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Technology Process of methyl (S_S,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

There total 4 articles about methyl (S_S,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate 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: 93.0%

acetic acid methyl ester (79-20-9) + (SS,3R)-(+)-methyl 3-[N-(p-toluenesulfinyl)amino]-3-(phenyl)propanoate (158009-86-0) → methyl (SS,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate (267011-72-3)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1055/s-2000-8710

Reference yield: 89.0%

acetic acid methyl ester (79-20-9) + (S,E)-N-benzylidene-4-methylbenzenesulfinamide (350479-90-2) → (SS,3R)-(+)-methyl 3-[N-(p-toluenesulfinyl)amino]-3-(phenyl)propanoate (158009-86-0) + methyl (SS,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate (267011-72-3)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 3.5h;

DOI:10.1021/ol005580j

Reference yield: 85.0%

acetic acid methyl ester (79-20-9) + (S,E)-N-benzylidene-4-methylbenzenesulfinamide (350479-90-2) → methyl (SS,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate (267011-72-3)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at -78 - -42 ℃; for 6h;

DOI:10.1055/s-2000-8710

upstream raw materials:

acetic acid methyl ester

(S,E)-N-benzylidene-4-methylbenzenesulfinamide

(S_S,3R)-(+)-methyl 3-[N-(p-toluenesulfinyl)amino]-3-(phenyl)propanoate

Downstream raw materials:

(R)-(+)-6-phenylpiperidine-2,4-dione

(S_S,3S,5R)-(+)-methyl 3-hydroxy-5-(p-toluenesulfinylamino)-5-phenyl-pentanoate

Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

methyl (S_S,R)-(+)-2-diazo-3-oxo-5-(p-toluenesulfinylamino)-5-phenylpentanoate

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