methyl 3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinate

Base Information

• Chemical Name: methyl 3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinate
• CAS No.: 1437790-21-0
• Molecular Formula: C₂₄H₂₉N₃O₄
• Molecular Weight: 423.512
• Mol file: 1437790-21-0.mol

Synonyms:methyl 3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinate

Chemical Property of methyl 3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinate

There total 8 articles about methyl 3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinate 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: 69.2%

methyl 3-fluoropyridine-4-carboxylate (876919-08-3) + (S)-3-((1r,4S)-4-aminocyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one trifluoroacetate → methyl 3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinate (1437790-21-0)

Guidance literature:

With triethylamine; In acetonitrile; at 80 ℃; for 72h;

Reference yield:

methyl 3-fluoropyridine-4-carboxylate (876919-08-3) + (S)-3-((1r,4S)-4-aminocyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one (1437789-75-7) → methyl 3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinate (1437790-21-0)

Guidance literature:

With triethylamine; In acetonitrile; at 80 ℃; Sealed tube;

DOI:10.1021/jm4000038

Reference yield:

L-2-phenylglycine methyl ester hydrochloride (15028-39-4,13226-98-7) → methyl 3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinate (1437790-21-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1,2-dichloro-ethane / 0.25 h / 20 °C

1.2: 20 °C

2.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

4.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

5.1: triethylamine / acetonitrile / 80 °C / Sealed tube

With triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1021/jm4000038

upstream raw materials:

methyl 3-fluoropyridine-4-carboxylate

(S)-3-((1r,4S)-4-aminocyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

L-2-phenylglycine methyl ester hydrochloride

N-(tert-butoxycarbonyl)-4-aminocyclohexanone

Downstream raw materials:

3-(((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)amino)isonicotinic acid

(S)-5,5-dimethyl-3-((1r,4S)-4-(2-oxo-1H-imidazo[4,5-c]pyridin-3(2H)-yl)cyclohexyl)-4-phenyloxazolidin-2-one

Refernces

• 1、 -. "OXAZOLIDINONE COMPOUNDS AND DERIVATIVES THEREOF". . . Retrieved 2013/09/26.