(3S,4R)-1-benzyl-4-[(1S)-N-(tert-butoxycarbonyl)piperidin-2-yl]-3-hydroxyazetidin-2-one

Base Information

Chemical Name:(3S,4R)-1-benzyl-4-[(1S)-N-(tert-butoxycarbonyl)piperidin-2-yl]-3-hydroxyazetidin-2-one
CAS No.:178208-02-1
Molecular Formula:C₂₀H₂₈N₂O₄
Molecular Weight:360.453
Hs Code.:

Synonyms:(3S,4R)-1-benzyl-4-[(1S)-N-(tert-butoxycarbonyl)piperidin-2-yl]-3-hydroxyazetidin-2-one

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Chemical Property of (3S,4R)-1-benzyl-4-[(1S)-N-(tert-butoxycarbonyl)piperidin-2-yl]-3-hydroxyazetidin-2-one

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Technology Process of (3S,4R)-1-benzyl-4-[(1S)-N-(tert-butoxycarbonyl)piperidin-2-yl]-3-hydroxyazetidin-2-one

There total 2 articles about (3S,4R)-1-benzyl-4-[(1S)-N-(tert-butoxycarbonyl)piperidin-2-yl]-3-hydroxyazetidin-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: 90.0%

: 178208-00-9
(S)-2-((2R,3S)-1-Benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester

: 178208-02-1
(3S,4R)-1-benzyl-4-[(1S)-N-(tert-butoxycarbonyl)piperidin-2-yl]-3-hydroxyazetidin-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 15h; under 760 Torr; Ambient temperature;
DOI:10.1021/jo952178n

Reference yield:

: (S)-2-[(E)-Benzylimino-methyl]-piperidine-1-carboxylic acid tert-butyl ester

: 178208-02-1
(3S,4R)-1-benzyl-4-[(1S)-N-(tert-butoxycarbonyl)piperidin-2-yl]-3-hydroxyazetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / NEt₃ / CH₂Cl₂ / 20 h / -78 - 20 °C

2: 90 percent / H₂ / Pd/C / ethanol / 15 h / 760 Torr / Ambient temperature

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1021/jo952178n

Reference yield: 96.0%

: 178208-02-1
(3S,4R)-1-benzyl-4-[(1S)-N-(tert-butoxycarbonyl)piperidin-2-yl]-3-hydroxyazetidin-2-one

: (4R)-3-benzyl-4-[(2S)-N-(tert-butoxycarbonyl)piperidin-2-yl]oxazolidine-2,5-dione

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; dipotassium hydrogenphosphate; potassium dihydrogenphosphate; sodium hydrogencarbonate; potassium bromide; In dichloromethane; water;
DOI:10.1021/jo952178n