tert-butyl (S)-1-benzhydryl-3-(2-bromoallyl)-2-oxopiperidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (S)-1-benzhydryl-3-(2-bromoallyl)-2-oxopiperidine-3-carboxylate
CAS No.:1355018-61-9
Molecular Formula:C₂₆H₃₀BrNO₃
Molecular Weight:484.433
Hs Code.:

Synonyms:tert-butyl (S)-1-benzhydryl-3-(2-bromoallyl)-2-oxopiperidine-3-carboxylate

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Chemical Property of tert-butyl (S)-1-benzhydryl-3-(2-bromoallyl)-2-oxopiperidine-3-carboxylate

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Technology Process of tert-butyl (S)-1-benzhydryl-3-(2-bromoallyl)-2-oxopiperidine-3-carboxylate

There total 4 articles about tert-butyl (S)-1-benzhydryl-3-(2-bromoallyl)-2-oxopiperidine-3-carboxylate 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: 95.0%

: 1354577-57-3
N⁽¹⁾-diphenylmethyl-2-piperidone-3-carboxylic acid tert-butyl ester

: 513-31-5
2-bromoallyl bromide

: 1355018-61-9
tert-butyl (S)-1-benzhydryl-3-(2-bromoallyl)-2-oxopiperidine-3-carboxylate

Guidance literature:: With Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; potassium hydroxide; In toluene; at -40 ℃; for 24h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ol2033042

Reference yield:

: 776-74-9
Bromodiphenylmethane

: 1355018-61-9
tert-butyl (S)-1-benzhydryl-3-(2-bromoallyl)-2-oxopiperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutylammomium bromide; potassium hydroxide / toluene / 24 h / 20 °C

2: lithium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 °C

3: Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; potassium hydroxide / toluene / 24 h / -40 °C

With Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; tetrabutylammomium bromide; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;
DOI:10.1021/ol2033042

Reference yield:

: 1354577-53-9
N⁽¹⁾-benzhydryl-2-piperidone

: 1355018-61-9
tert-butyl (S)-1-benzhydryl-3-(2-bromoallyl)-2-oxopiperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 °C

2: Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; potassium hydroxide / toluene / 24 h / -40 °C

With Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;
DOI:10.1021/ol2033042