N-{2-[(N-tert-butoxycarbonyl-4-phenylpiperidin-4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetyl}-4(R)-benzyl-2-oxazolidinone

Base Information

Chemical Name:N-{2-[(N-tert-butoxycarbonyl-4-phenylpiperidin-4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetyl}-4(R)-benzyl-2-oxazolidinone
CAS No.:170291-50-6
Molecular Formula:C₃₇H₃₈F₆N₂O₆
Molecular Weight:720.709
Hs Code.:

Synonyms:N-{2-[(N-tert-butoxycarbonyl-4-phenylpiperidin-4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetyl}-4(R)-benzyl-2-oxazolidinone

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Chemical Property of N-{2-[(N-tert-butoxycarbonyl-4-phenylpiperidin-4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetyl}-4(R)-benzyl-2-oxazolidinone

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Technology Process of N-{2-[(N-tert-butoxycarbonyl-4-phenylpiperidin-4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetyl}-4(R)-benzyl-2-oxazolidinone

There total 6 articles about N-{2-[(N-tert-butoxycarbonyl-4-phenylpiperidin-4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetyl}-4(R)-benzyl-2-oxazolidinone 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:

: 40217-17-2,90719-32-7,120574-96-1,102029-44-7
(R)-4-(phenylmethyl)-2-oxazolidinone

: 1025823-00-0
4-[(3,5-bis-trifluoromethyl-phenyl)-chlorocarbonyl-methoxymethyl]-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester

: 170291-50-6
N-{2-[(N-tert-butoxycarbonyl-4-phenylpiperidin-4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetyl}-4(R)-benzyl-2-oxazolidinone

Guidance literature:: (R)-4-(phenylmethyl)-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

4-[(3,5-bis-trifluoromethyl-phenyl)-chlorocarbonyl-methoxymethyl]-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester; In tetrahydrofuran; toluene; at -78 ℃; for 0.75h; Further stages.;
DOI:10.1021/jo9918246

Reference yield:

: 95299-16-4
methyl [3,5-bis(trifluoromethyl)-phenyl]-acetate

: 170291-50-6
N-{2-[(N-tert-butoxycarbonyl-4-phenylpiperidin-4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetyl}-4(R)-benzyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / 4-nitrobenzenesulfonyl azide; DBU / acetonitrile / 0.5 h / -10 °C

2.1: 70 percent / rhodium acetate / benzene / Heating

3.1: KOH; water / methanol / 1 h / 0 °C

4.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 0.5 h / 25 °C

5.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

5.2: toluene; tetrahydrofuran / 0.75 h / -78 °C

With rhodium(II) acetate; p-nitrobenzenesulfonyl azide; potassium hydroxide; n-butyllithium; oxalyl dichloride; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene; 1.1: Diazotization / 2.1: Addition / 3.1: Hydrolysis / 4.1: Chlorination / 5.1: deprotonation / 5.2: Substitution;
DOI:10.1021/jo9918246

Reference yield:

: 170291-48-2
methyl α-diazo-3,5-bis(trifluoromethyl)benzeneacetate

: 170291-50-6
N-{2-[(N-tert-butoxycarbonyl-4-phenylpiperidin-4-yl)methoxy]-2-(3,5-bis(trifluoromethyl)phenyl)acetyl}-4(R)-benzyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / rhodium acetate / benzene / Heating

2.1: KOH; water / methanol / 1 h / 0 °C

3.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 0.5 h / 25 °C

4.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

4.2: toluene; tetrahydrofuran / 0.75 h / -78 °C

With rhodium(II) acetate; potassium hydroxide; n-butyllithium; oxalyl dichloride; water; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1.1: Addition / 2.1: Hydrolysis / 3.1: Chlorination / 4.1: deprotonation / 4.2: Substitution;
DOI:10.1021/jo9918246