4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-α-(1-naphthyl)methyl)-N,N-diethylbenzamide

Base Information

Chemical Name:4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-α-(1-naphthyl)methyl)-N,N-diethylbenzamide
CAS No.:209807-99-8
Molecular Formula:C₃₂H₄₀N₂O₄
Molecular Weight:516.681
Hs Code.:

Synonyms:4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-α-(1-naphthyl)methyl)-N,N-diethylbenzamide

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Chemical Property of 4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-α-(1-naphthyl)methyl)-N,N-diethylbenzamide

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Technology Process of 4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-α-(1-naphthyl)methyl)-N,N-diethylbenzamide

There total 5 articles about 4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-α-(1-naphthyl)methyl)-N,N-diethylbenzamide 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: 74.0%

: 90-11-9
1-Bromonaphthalene

: 209807-98-7
4-(4'-N',N'-diethylaminocarbonylbenzoyl)-N-tert-butoxycarbonylpiperidine

: 209807-99-8
4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-α-(1-naphthyl)methyl)-N,N-diethylbenzamide

Guidance literature:: 1-Bromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

4-(4'-N',N'-diethylaminocarbonylbenzoyl)-N-tert-butoxycarbonylpiperidine; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jm000229p

Reference yield:

: 1126-09-6
4-carbethoxypiperidine

: 209807-99-8
4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-α-(1-naphthyl)methyl)-N,N-diethylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 7.67 g / Na₂CO₃ / tetrahydrofuran; H₂O / 1 h / Heating

2.1: 98 percent / iPrMgCl / tetrahydrofuran / 1 h / -5 °C

3.1: t-BuLi; N,N,N',N'-tetramethylenediamine / tetrahydrofuran / 0.5 h / -78 °C

3.2: 28 percent / tetrahydrofuran / -78 - 20 °C

4.1: n-BuLi / tetrahydrofuran / -78 °C

4.2: 74 percent / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; isopropylmagnesium chloride; sodium carbonate; In tetrahydrofuran; water;
DOI:10.1021/jm000229p

Reference yield:

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

: 209807-99-8
4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-α-(1-naphthyl)methyl)-N,N-diethylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 7.67 g / Na₂CO₃ / tetrahydrofuran; H₂O / 1 h / Heating

2.1: 98 percent / iPrMgCl / tetrahydrofuran / 1 h / -5 °C

3.1: t-BuLi; N,N,N',N'-tetramethylenediamine / tetrahydrofuran / 0.5 h / -78 °C

3.2: 28 percent / tetrahydrofuran / -78 - 20 °C

4.1: n-BuLi / tetrahydrofuran / -78 °C

4.2: 74 percent / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; isopropylmagnesium chloride; sodium carbonate; In tetrahydrofuran; water;
DOI:10.1021/jm000229p