[(S)-1-Cyclohexyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-acetaldehyde

Base Information

Chemical Name:[(S)-1-Cyclohexyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-acetaldehyde
CAS No.:194427-23-1
Molecular Formula:C₁₉H₂₃Cl₂NO₂
Molecular Weight:368.303
Hs Code.:

Synonyms:[(S)-1-Cyclohexyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-acetaldehyde

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Chemical Property of [(S)-1-Cyclohexyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-acetaldehyde

Chemical Property:

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Technology Process of [(S)-1-Cyclohexyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-acetaldehyde

There total 4 articles about [(S)-1-Cyclohexyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-acetaldehyde 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:

: 194427-18-4
5(S)-5-Allyl-1-cyclohexyl-5-(3,4-dichlorophenyl)piperidin-2-one

: 194427-23-1
[(S)-1-Cyclohexyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-acetaldehyde

Guidance literature:: 5(S)-5-Allyl-1-cyclohexyl-5-(3,4-dichlorophenyl)piperidin-2-one; With ozone; In methanol; at -78 ℃;

With dimethylsulfide; In methanol; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jm0209331

Reference yield:

: 178312-64-6
2-(3,4-dichlorophenyl)-pent-4-ene-nitrile

: 194427-23-1
[(S)-1-Cyclohexyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 16 h / 20 °C

1.2: 20 h / 20 - 70 °C

1.3: racemate resolution via salt with R-(+)-naphthyl ethylamine

2.1: diisobutylaluminum hydride / toluene / 3 h / -78 - -40 °C

2.2: aq. citric acid / toluene / 0.5 h

3.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; hydroxybenzotriazole / CH₂Cl₂ / 3 h / 20 °C

4.1: tetrahydrofuran / 10 h

4.2: 281 mg / sodium triacetoxyborohydride; AcOH / tetrahydrofuran / 4 h / Heating

5.1: ozone / methanol / -78 °C

5.2: Me₂S / methanol / -78 - 20 °C

With sodium hydride; diisobutylaluminium hydride; benzotriazol-1-ol; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jm0209331

Reference yield:

: 194427-16-2
4(S)-4-(3,4-Dichlorophenyl)-4-formylhept-6-enoic acid

: 194427-23-1
[(S)-1-Cyclohexyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; hydroxybenzotriazole / CH₂Cl₂ / 3 h / 20 °C

2.1: tetrahydrofuran / 10 h

2.2: 281 mg / sodium triacetoxyborohydride; AcOH / tetrahydrofuran / 4 h / Heating

3.1: ozone / methanol / -78 °C

3.2: Me₂S / methanol / -78 - 20 °C

With benzotriazol-1-ol; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm0209331