1-Piperidinecarboxylic acid, 2-(2-aminobenzoyl)-4,4-dimethyl-, 1,1-dimethylethyl ester

Base Information

Chemical Name:1-Piperidinecarboxylic acid, 2-(2-aminobenzoyl)-4,4-dimethyl-, 1,1-dimethylethyl ester
CAS No.:195044-86-1
Molecular Formula:C19H28N2O3
Molecular Weight:332.443
Hs Code.:

Synonyms:

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Chemical Property of 1-Piperidinecarboxylic acid, 2-(2-aminobenzoyl)-4,4-dimethyl-, 1,1-dimethylethyl ester

Chemical Property:

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Technology Process of 1-Piperidinecarboxylic acid, 2-(2-aminobenzoyl)-4,4-dimethyl-, 1,1-dimethylethyl ester

There total 7 articles about 1-Piperidinecarboxylic acid, 2-(2-aminobenzoyl)-4,4-dimethyl-, 1,1-dimethylethyl ester 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:

: 3422-01-3
tert-butyl phenylcarbamate

: 195044-86-1
(2-aminophenyl)[(2R,S)-1-(tert-butyloxycarbonyl)-4,4-dimethylpiperidin-2-yl]methanone

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) t-BuLi / 1.) THF, pentane, -22 deg C, 2 h, 2.) THF, pentane, from -70 deg C to -30 deg C, 170 min

2: 78 percent / 4-methylmorpholine N-oxide monohydrate, 4 Angstroem sieves, tetrapropylammonium perruthenate / CH₂Cl₂ / 19 h / Ambient temperature

3: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

4: Et₃N / tetrahydrofuran; CH₂Cl₂ / 15 h / Ambient temperature

With tetrapropylammonium perruthennate; 4 A molecular sieve; tert.-butyl lithium; 4-methylmorpholine 4-oxide monohydrate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm9608523

Reference yield:

: 137734-86-2
4,4-dimethyl-pipecolic acid

: 195044-86-1
(2-aminophenyl)[(2R,S)-1-(tert-butyloxycarbonyl)-4,4-dimethylpiperidin-2-yl]methanone

Guidance literature:: Multi-step reaction with 5 steps

1: 51 percent / 2N aq. NaOH / dioxane / 23 h / Ambient temperature

2: 84 percent / 1-hydroxybenzotriazole, Et₃N, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 23 h / Ambient temperature

3: 1.) t-BuLi / 1.) Et₂O, pentane, -5 deg C, 3 h, 2.) Et₂O, pentane, from -60 deg C to -25 deg C, 140 min

4: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

5: Et₃N / tetrahydrofuran; CH₂Cl₂ / 15 h / Ambient temperature

With sodium hydroxide; tert.-butyl lithium; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9608523

Reference yield:

: 155302-06-0
(±)-1-tert-butoxycarbonyl-4,4-dimethylpiperidine-2-carboxylic acid

: 195044-86-1
(2-aminophenyl)[(2R,S)-1-(tert-butyloxycarbonyl)-4,4-dimethylpiperidin-2-yl]methanone

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / 1-hydroxybenzotriazole, Et₃N, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 23 h / Ambient temperature

2: 1.) t-BuLi / 1.) Et₂O, pentane, -5 deg C, 3 h, 2.) Et₂O, pentane, from -60 deg C to -25 deg C, 140 min

3: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

4: Et₃N / tetrahydrofuran; CH₂Cl₂ / 15 h / Ambient temperature

With tert.-butyl lithium; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9608523