3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone

Base Information

Chemical Name:3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone
CAS No.:293321-18-3
Molecular Formula:C₂₆H₂₅NO₅SSe
Molecular Weight:542.514
Hs Code.:

Synonyms:3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone

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Chemical Property of 3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone

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Technology Process of 3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone

There total 6 articles about 3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone 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: 56.0%

: 34837-55-3
Phenylselenyl bromide

: 23438-61-1
1-(toluene-4-sulfonyl)piperidin-2-one

: 501-53-1,94274-21-2
benzyl chloroformate

: 293321-18-3
3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone

Guidance literature:: 1-(toluene-4-sulfonyl)piperidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

benzyl chloroformate; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

Phenylselenyl bromide; In tetrahydrofuran; at -78 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/acs.joc.8b00889

Reference yield:

: 34837-55-3
Phenylselenyl bromide

: 2-Oxo-1-(toluene-4-sulfonyl)-piperidine-3-carboxylic acid benzyl ester

: 293321-18-3
3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone

Guidance literature:: With lithium hexamethyldisilazane;
DOI:10.1016/S0040-4039(97)00280-3

Reference yield:

: 23438-61-1
1-(toluene-4-sulfonyl)piperidin-2-one

: 293321-18-3
3-(benzyloxycarbonyl)-3-(phenylselanyl)-1-(p-toluenesulfonyl)-2-piperidone

Guidance literature:: Multi-step reaction with 2 steps

1: LHMDS / tetrahydrofuran / 0.33 h / -78 °C

2: 2.3 g / LHMDS / tetrahydrofuran / -78 - 25 °C

With lithium hexamethyldisilazane; In tetrahydrofuran; 1: Substitution / 2: Substitution;
DOI:10.1016/S0040-4020(00)00317-3