N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-2-piperidone

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-2-piperidone
CAS No.:1392109-77-1
Molecular Formula:C₃₉H₅₉NO₆Si
Molecular Weight:665.986
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-2-piperidone

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Chemical Property of N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-2-piperidone

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Technology Process of N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-2-piperidone

There total 4 articles about N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-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: 31.0%

: 400073-68-9
Methyl 1-(tert-butoxycarbonyl)-2-oxopiperidine-3-carboxylate

: 11-(tert-butyldiphenylsilyloxy)-1-iodoundecane

: 1392109-77-1
N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-2-piperidone

Guidance literature:: Methyl 1-(tert-butoxycarbonyl)-2-oxopiperidine-3-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h; Inert atmosphere;

11-(tert-butyldiphenylsilyloxy)-1-iodoundecane; In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;
DOI:10.1021/ol301672y

Reference yield:

: 675-20-7
piperidin-2-one

: 1392109-77-1
N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-2-piperidone

Guidance literature:: Multi-step reaction with 3 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

With n-butyllithium; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol301672y

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1392109-77-1
N-(tert-butoxycarbonyl)-3-[(11-tert-butyldiphenylsilyloxy)undecyl]-3-(methoxycarbonyl)-2-piperidone

Guidance literature:: Multi-step reaction with 3 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

With n-butyllithium; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol301672y