(5R)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

Base Information

Chemical Name:(5R)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one
CAS No.:1431972-24-5
Molecular Formula:C₂₃H₂₈N₂O₄S
Molecular Weight:428.552
Hs Code.:

Synonyms:(5R)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

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Chemical Property of (5R)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

Chemical Property:

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Technology Process of (5R)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

There total 13 articles about (5R)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-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:

: 1431972-22-3
5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

: 1431972-25-6
(5S)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

: 1431972-24-5
(5R)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

Guidance literature:: With Reprosil Chiral-NR; In ethanol; n-heptane;

Reference yield:

: 33872-80-9
o-tolyl magnesium chloride

: 1431972-25-6
(5S)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

: 1431972-24-5
(5R)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: toluene; tetrahydrofuran / 2.83 h / 0 - 85 °C

2.1: sulfuric acid; acetic acid / 20 h / 27 °C / Reflux

3.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.08 h

3.2: 17 h / 20 °C

4.1: Reprosil Chiral-NR / n-heptane; isopropyl alcohol / Resolution of racemate

5.1: n-butyllithium / tetrahydrofuran; hexane / 1.67 h / -75 - -70 °C

5.2: 1 h / -75 - -70 °C

6.1: water; hydrogenchloride / 1,4-dioxane / 1.75 h / 100 °C

7.1: potassium carbonate / N,N-dimethyl acetamide / 17 h / 20 °C

8.1: sodium hydroxide; L-proline / dimethyl sulfoxide / 26 h / 120 °C

9.1: hydrogen; platinum(IV) oxide / methanol / 20 °C / 2250.23 Torr

9.2: 1 h / 0 - 20 °C

10.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol; water / 0.17 h / 120 °C / Microwave irradiation

10.2: Reprosil Chiral-NR

11.1: Reprosil Chiral-NR / n-heptane; ethanol

With hydrogenchloride; platinum(IV) oxide; n-butyllithium; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; acetic acid; 1,1'-carbonyldiimidazole; L-proline; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; n-heptane; dichloromethane; N,N-dimethyl acetamide; water; dimethyl sulfoxide; isopropyl alcohol; toluene;

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 1431972-25-6
(5S)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

: 1431972-24-5
(5R)-5-((R,E)-1-(hydroxyimino)-3-(4-(methylsulfonyl)phenyl)-3-o-tolylpropyl)-1-methylpiperidin-2-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: piperidine / toluene / 5 h / Reflux; Dean-Stark

2.1: toluene; tetrahydrofuran / 2.83 h / 0 - 85 °C

3.1: sulfuric acid; acetic acid / 20 h / 27 °C / Reflux

4.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.08 h

4.2: 17 h / 20 °C

5.1: Reprosil Chiral-NR / n-heptane; isopropyl alcohol / Resolution of racemate

6.1: n-butyllithium / tetrahydrofuran; hexane / 1.67 h / -75 - -70 °C

6.2: 1 h / -75 - -70 °C

7.1: water; hydrogenchloride / 1,4-dioxane / 1.75 h / 100 °C

8.1: potassium carbonate / N,N-dimethyl acetamide / 17 h / 20 °C

9.1: sodium hydroxide; L-proline / dimethyl sulfoxide / 26 h / 120 °C

10.1: hydrogen; platinum(IV) oxide / methanol / 20 °C / 2250.23 Torr

10.2: 1 h / 0 - 20 °C

11.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol; water / 0.17 h / 120 °C / Microwave irradiation

11.2: Reprosil Chiral-NR

12.1: Reprosil Chiral-NR / n-heptane; ethanol

With piperidine; hydrogenchloride; platinum(IV) oxide; n-butyllithium; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; acetic acid; 1,1'-carbonyldiimidazole; L-proline; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; n-heptane; dichloromethane; N,N-dimethyl acetamide; water; dimethyl sulfoxide; isopropyl alcohol; toluene;