(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-butylpiperidine

Base Information

Chemical Name:(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-butylpiperidine
CAS No.:1395820-72-0
Molecular Formula:C₂₅H₃₇NOSi
Molecular Weight:395.66
Hs Code.:

Synonyms:

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Chemical Property of (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-butylpiperidine

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Technology Process of (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-butylpiperidine

There total 6 articles about (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-butylpiperidine 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: 73.0%

: 1395819-99-4
C₂₅H₃₇NO₂Si

: 1395820-72-0
(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-butylpiperidine

Guidance literature:: With indium; ammonium chloride; zinc; In ethanol; water; for 4h; Reflux;
DOI:10.1021/jo3011914

Reference yield:

: 1067244-41-0
(2S)-2-(tert-butyldiphenylsilyloxy)pentane-1,5-diol

: 1395820-72-0
(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-butylpiperidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: p-toluenesulfonyl chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: triethylamine; hydroxylamine hydrochloride / 4 h / Reflux; Inert atmosphere

3.1: manganese(IV) oxide / dichloromethane / 2 h / 0 °C / Inert atmosphere

4.1: hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.1: zinc; indium; ammonium chloride / ethanol; water / 4 h / Reflux

With manganese(IV) oxide; indium; hydroxylamine hydrochloride; ammonium chloride; triethylamine; p-toluenesulfonyl chloride; zinc; In tetrahydrofuran; ethanol; hexane; dichloromethane; water;
DOI:10.1021/jo3011914

Reference yield:

: 1067244-40-9
(S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester

: 1395820-72-0
(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-butylpiperidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium tetrahydroborate; zinc(II) chloride; triethylamine / tetrahydrofuran / 4 h / 0 - 80 °C / Inert atmosphere

2.1: p-toluenesulfonyl chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: triethylamine; hydroxylamine hydrochloride / 4 h / Reflux; Inert atmosphere

4.1: manganese(IV) oxide / dichloromethane / 2 h / 0 °C / Inert atmosphere

5.1: hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

6.1: zinc; indium; ammonium chloride / ethanol; water / 4 h / Reflux

With manganese(IV) oxide; indium; sodium tetrahydroborate; hydroxylamine hydrochloride; ammonium chloride; triethylamine; p-toluenesulfonyl chloride; zinc(II) chloride; zinc; In tetrahydrofuran; ethanol; hexane; dichloromethane; water;
DOI:10.1021/jo3011914