(S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-2-one
CAS No.:253680-96-5
Molecular Formula:C₂₃H₂₆N₂O₃
Molecular Weight:378.471
Hs Code.:

Synonyms:(S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-2-one

There total 8 articles about (S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-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:

: 253680-95-4
(S)-4-Benzyl-3-[2-phenyl-2-piperidin-(2Z)-ylidene-acetyl]-oxazolidin-2-one

: (S)-4-Benzyl-3-((R)-2-phenyl-2-(S)-piperidin-2-yl-acetyl)-oxazolidin-2-one

: 253680-96-5
(S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-2-one

Guidance literature:: With palladium on activated charcoal; hydrogen; In ethyl acetate; at 20 ℃; for 24h; Title compound not separated from byproducts;
DOI:10.1016/S0957-4166(99)00384-5

Reference yield:

: 103-82-2
phenylacetic acid

: 253680-96-5
(S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / t-BuCOCl; Et₃N / toluene / 12 h / 80 °C

2: LiHMDS / tetrahydrofuran / 1 h / 0 °C

3: trifluoroacetic acid / CH₂Cl₂ / 4 h / 0 - 20 °C

4: aq. NaHCO₃

5: H₂; 10 percent Pd/C / ethyl acetate / 24 h / 20 °C

With palladium on activated charcoal; hydrogen; pivaloyl chloride; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 1: Acylation / 2: Acylation / 3: deprotection / 4: Cyclization / 5: Hydrogenation;
DOI:10.1016/S0957-4166(99)00384-5

Reference yield:

: 27219-07-4
5-(N-tert-butyloxycarbonyl)aminopentanoic acid

: 253680-96-5
(S)-4-Benzyl-3-((S)-2-phenyl-2-(R)-piperidin-2-yl-acetyl)-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / Et₃N / toluene / 4 h / 20 °C

2: LiHMDS / tetrahydrofuran / 1 h / 0 °C

3: trifluoroacetic acid / CH₂Cl₂ / 4 h / 0 - 20 °C

4: aq. NaHCO₃

5: H₂; 10 percent Pd/C / ethyl acetate / 24 h / 20 °C

With palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 1: Acylation / 2: Acylation / 3: deprotection / 4: Cyclization / 5: Hydrogenation;
DOI:10.1016/S0957-4166(99)00384-5