(S)-3-((1r,4S)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-((1r,4S)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one
CAS No.:1456506-76-5
Molecular Formula:C₂₂H₂₇N₃O₂
Molecular Weight:365.475
Hs Code.:

Synonyms:(S)-3-((1r,4S)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

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Chemical Property of (S)-3-((1r,4S)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

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Technology Process of (S)-3-((1r,4S)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

There total 10 articles about (S)-3-((1r,4S)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-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: 39.0%

: 3-(4-(6-aminopyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1456506-76-5
(S)-3-((1r,4S)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 50 ℃; under 2327.23 Torr;
DOI:10.1021/ml4003315

Reference yield:

: 1456506-73-2
3-(4-(6-aminopyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1456506-76-5
(S)-3-((1r,4S)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1456506-75-4
(R)-3-((1r,4R)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Guidance literature:: 3-(4-(6-aminopyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one; With palladium 10% on activated carbon; hydrogen; In methanol; at 50 ℃; under 2327.23 Torr;

In methanol; diethylamine; Resolution of racemate;

Reference yield:

: 4746-97-8
cyclohexanedione monoethylene ketal

: 1456506-76-5
(S)-3-((1r,4S)-4-(6-aminopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 3.25 h / 20 °C / Cooling with ice

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / Cooling with ice

3.1: trifluoroacetic acid / tetrahydrofuran; water / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.83 h / -78 °C / Cooling with acetone-dry ice

4.2: 16.5 h / 20 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation

6.1: palladium 10% on activated carbon; hydrogen / methanol / 50 °C / 2327.23 Torr

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; water; 1,2-dichloro-ethane;
DOI:10.1021/ml4003315