3-(benzyloxymethyl)-N-(tert-butoxycarbonyl)-3-[(11-tertbutyldiphenylsilyloxy)undecyl]piperidine

Base Information

Chemical Name:3-(benzyloxymethyl)-N-(tert-butoxycarbonyl)-3-[(11-tertbutyldiphenylsilyloxy)undecyl]piperidine
CAS No.:1392109-79-3
Molecular Formula:C₄₅H₆₇NO₄Si
Molecular Weight:714.117
Hs Code.:

Synonyms:3-(benzyloxymethyl)-N-(tert-butoxycarbonyl)-3-[(11-tertbutyldiphenylsilyloxy)undecyl]piperidine

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Chemical Property of 3-(benzyloxymethyl)-N-(tert-butoxycarbonyl)-3-[(11-tertbutyldiphenylsilyloxy)undecyl]piperidine

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Technology Process of 3-(benzyloxymethyl)-N-(tert-butoxycarbonyl)-3-[(11-tertbutyldiphenylsilyloxy)undecyl]piperidine

There total 7 articles about 3-(benzyloxymethyl)-N-(tert-butoxycarbonyl)-3-[(11-tertbutyldiphenylsilyloxy)undecyl]piperidine 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: 87.0%

: 1392109-78-2
N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(hydroxymethyl)piperidine

: 100-39-0
benzyl bromide

: 1392109-79-3
3-(benzyloxymethyl)-N-(tert-butoxycarbonyl)-3-[(11-tertbutyldiphenylsilyloxy)undecyl]piperidine

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 20h; Inert atmosphere; Reflux;
DOI:10.1021/ol301672y

Reference yield:

: 675-20-7
piperidin-2-one

: 1392109-79-3
3-(benzyloxymethyl)-N-(tert-butoxycarbonyl)-3-[(11-tertbutyldiphenylsilyloxy)undecyl]piperidine

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

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

2.2: 2 h

3.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

3.2: 80 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

6.1: dichloromethane / 2 h / 20 °C / Inert atmosphere

7.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 20 h / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol301672y

Reference yield:

: C₃₃H₅₃NO₂Si

: 1392109-79-3
3-(benzyloxymethyl)-N-(tert-butoxycarbonyl)-3-[(11-tertbutyldiphenylsilyloxy)undecyl]piperidine

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 2 h / 20 °C / Inert atmosphere

2: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 20 h / Inert atmosphere; Reflux

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol301672y