tert-butyl 3-[6-chloro-2-[(2,2-dimethylpropanoyl)amino]-3-pyridyl]-2-(2,6-dichlorophenyl)-3-hydroxypropanoate

Base Information

Chemical Name:tert-butyl 3-[6-chloro-2-[(2,2-dimethylpropanoyl)amino]-3-pyridyl]-2-(2,6-dichlorophenyl)-3-hydroxypropanoate
CAS No.:294659-74-8
Molecular Formula:C₂₃H₂₇Cl₃N₂O₄
Molecular Weight:501.837
Hs Code.:

Synonyms:tert-butyl 3-[6-chloro-2-[(2,2-dimethylpropanoyl)amino]-3-pyridyl]-2-(2,6-dichlorophenyl)-3-hydroxypropanoate

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Chemical Property of tert-butyl 3-[6-chloro-2-[(2,2-dimethylpropanoyl)amino]-3-pyridyl]-2-(2,6-dichlorophenyl)-3-hydroxypropanoate

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Technology Process of tert-butyl 3-[6-chloro-2-[(2,2-dimethylpropanoyl)amino]-3-pyridyl]-2-(2,6-dichlorophenyl)-3-hydroxypropanoate

There total 5 articles about tert-butyl 3-[6-chloro-2-[(2,2-dimethylpropanoyl)amino]-3-pyridyl]-2-(2,6-dichlorophenyl)-3-hydroxypropanoate 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: 40.0%

: 127446-34-8
N-(6-chloro-3-formylpyridin-2-yl)-2,2-dimethylpropionamide

: 294659-73-7
tert-butyl 2,6-dichlorophenylacetate

: 294659-74-8
tert-butyl 3-[6-chloro-2-[(2,2-dimethylpropanoyl)amino]-3-pyridyl]-2-(2,6-dichlorophenyl)-3-hydroxypropanoate

Guidance literature:: tert-butyl 2,6-dichlorophenylacetate; With lithium diisopropyl amide; In diethyl ether; at -78 ℃; for 0.5h;

N-(6-chloro-3-formylpyridin-2-yl)-2,2-dimethylpropionamide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h; Further stages.;
DOI:10.1021/jm000148t

Reference yield:

: 45644-21-1
6-chloropyridin-2-amine

: 294659-74-8
tert-butyl 3-[6-chloro-2-[(2,2-dimethylpropanoyl)amino]-3-pyridyl]-2-(2,6-dichlorophenyl)-3-hydroxypropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

2.1: BuLi; TMEDA / tetrahydrofuran; hexane / 2 h / -78 - -10 °C

2.2: 75 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: LDA / diethyl ether / 0.5 h / -78 °C

3.2: 40 percent / diethyl ether; tetrahydrofuran / 0.5 h / -78 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.1: Acylation / 2.1: Metallation / 2.2: Substitution / 3.1: Metallation / 3.2: Addition;
DOI:10.1021/jm000148t

Reference yield:

: 3282-30-2
pivaloyl chloride

: 294659-74-8
tert-butyl 3-[6-chloro-2-[(2,2-dimethylpropanoyl)amino]-3-pyridyl]-2-(2,6-dichlorophenyl)-3-hydroxypropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

2.1: BuLi; TMEDA / tetrahydrofuran; hexane / 2 h / -78 - -10 °C

2.2: 75 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: LDA / diethyl ether / 0.5 h / -78 °C

3.2: 40 percent / diethyl ether; tetrahydrofuran / 0.5 h / -78 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.1: Acylation / 2.1: Metallation / 2.2: Substitution / 3.1: Metallation / 3.2: Addition;
DOI:10.1021/jm000148t