2,2-Dimethyl-N-{(R)-1-[2-((S)-2-oxo-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-propionamide

Base Information

• Chemical Name: 2,2-Dimethyl-N-{(R)-1-[2-((S)-2-oxo-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-propionamide
• CAS No.: 155816-69-6
• Molecular Formula: C₂₁H₂₅NO₃S
• Molecular Weight: 371.5

Synonyms:2,2-Dimethyl-N-{(R)-1-[2-((S)-2-oxo-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-propionamide

Chemical Property of 2,2-Dimethyl-N-{(R)-1-[2-((S)-2-oxo-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-propionamide

Chemical Property:

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Technology Process of 2,2-Dimethyl-N-{(R)-1-[2-((S)-2-oxo-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-propionamide

There total 2 articles about 2,2-Dimethyl-N-{(R)-1-[2-((S)-2-oxo-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-propionamide 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: 94.0%

benzoic acid ethyl ester (93-89-0,99341-95-4) + N-{(R)-1-[2-((S)-Methanesulfinyl)-phenyl]-ethyl}-2,2-dimethyl-propionamide (139223-51-1) → 2,2-Dimethyl-N-{(R)-1-[2-((S)-2-oxo-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-propionamide (155816-69-6)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; pentane; 1.) -60 to 0 deg C, 0.5 h; 0 deg C, 1.0 h, 2.) 0 deg C, 1.0 h;

Reference yield: 71.0%

(S(S)R)-(+)-3-methyl-2-pivaloyl-2,3-dihydroisothiazole 1-oxide (139343-81-0) + acetophenone (98-86-2) → 2,2-Dimethyl-N-{(R)-1-[2-((S)-2-oxo-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-propionamide (155816-69-6)

Guidance literature:

With sodium hexamethyldisilazane; In toluene; at -78 ℃;

DOI:10.1016/0040-4039(94)88346-7

Reference yield: 80.0%

2,2-Dimethyl-N-{(R)-1-[2-((S)-2-oxo-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-propionamide (155816-69-6) → N-{(R)-1-[2-((S)-(S)-2-Hydroxy-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-2,2-dimethyl-propionamide

Guidance literature:

With diisobutylaluminium hydride; zinc dibromide; In tetrahydrofuran; 1.) r.t., 1 h, 2.) -78 deg C, 1 h;

upstream raw materials:

(S_(S)R)-(+)-3-methyl-2-pivaloyl-2,3-dihydroisothiazole 1-oxide

acetophenone

benzoic acid ethyl ester

N-{(R)-1-[2-((S)-Methanesulfinyl)-phenyl]-ethyl}-2,2-dimethyl-propionamide

Downstream raw materials:

N-{(R)-1-[2-((S)-(R)-2-Hydroxy-2-phenyl-ethanesulfinyl)-phenyl]-ethyl}-2,2-dimethyl-propionamide

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