(E)-4-(2-Chloro-phenyl)-3-((S)-4-methoxy-benzenesulfinyl)-but-3-en-2-one

Base Information

• Chemical Name: (E)-4-(2-Chloro-phenyl)-3-((S)-4-methoxy-benzenesulfinyl)-but-3-en-2-one
• CAS No.: 117097-82-2
• Molecular Formula: C₁₇H₁₅ClO₃S
• Molecular Weight: 334.823

Synonyms:(E)-4-(2-Chloro-phenyl)-3-((S)-4-methoxy-benzenesulfinyl)-but-3-en-2-one

Chemical Property of (E)-4-(2-Chloro-phenyl)-3-((S)-4-methoxy-benzenesulfinyl)-but-3-en-2-one

Chemical Property:

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Technology Process of (E)-4-(2-Chloro-phenyl)-3-((S)-4-methoxy-benzenesulfinyl)-but-3-en-2-one

There total 2 articles about (E)-4-(2-Chloro-phenyl)-3-((S)-4-methoxy-benzenesulfinyl)-but-3-en-2-one 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: 74.0%

2-chloro-benzaldehyde (89-98-5) + (R)-1-(p-methoxyphenylsulfinyl)-2-propanone (117097-81-1) → (E)-4-(2-Chloro-phenyl)-3-((S)-4-methoxy-benzenesulfinyl)-but-3-en-2-one (117097-82-2)

Guidance literature:

With piperidine; In acetonitrile; at 60 ℃;

DOI:10.1021/ja00231a046

Reference yield:

(R)-4-methoxyphenyl methyl sulfoxide (3517-99-5,84321-34-6,93381-75-0,93381-76-1) → (E)-4-(2-Chloro-phenyl)-3-((S)-4-methoxy-benzenesulfinyl)-but-3-en-2-one (117097-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / LDA / tetrahydrofuran / -10 °C

2: 74 percent / piperidine / acetonitrile / 60 °C

With piperidine; lithium diisopropyl amide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/ja00231a046

Reference yield: 48.0%

methyl 3-aminocrotonate (21731-17-9) + (E)-4-(2-Chloro-phenyl)-3-((S)-4-methoxy-benzenesulfinyl)-but-3-en-2-one (117097-82-2) → (S)-4-(2-Chloro-phenyl)-5-((S)-4-methoxy-benzenesulfinyl)-2,6-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid methyl ester (117097-83-3)

Guidance literature:

In methanol; Heating;

DOI:10.1021/ja00231a046

upstream raw materials:

2-chloro-benzaldehyde

(R)-1-(p-methoxyphenylsulfinyl)-2-propanone

(R)-4-methoxyphenyl methyl sulfoxide

Downstream raw materials:

(S)-4-(2-Chloro-phenyl)-5-((S)-4-methoxy-benzenesulfinyl)-2,6-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid methyl ester

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