tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate
CAS No.:1148130-18-0
Molecular Formula:C₂₁H₃₄N₂O₂
Molecular Weight:346.513
Hs Code.:

Synonyms:tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

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Chemical Property of tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

There total 2 articles about tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate 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: 92.0%

: 1003843-30-8
tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate

: 100-46-9
benzylamine

: 1148130-18-0
tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

Guidance literature:: tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate; benzylamine; With titanium(IV) isopropylate; In methanol; at 0 - 20 ℃;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

With water; In methanol; ethyl acetate;

Reference yield:

: 1003843-30-8
tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate

: 100-46-9
benzylamine

: 1148130-18-0
tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

: tert-butyl (2R,4s,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

Guidance literature:: tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate; benzylamine; With titanium(IV)isopropoxide; In methanol; at 20 ℃; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h; Overall yield = 92 %; Overall yield = 13.9 g; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b00900

Reference yield:

: 1148130-18-0
tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

: 1149362-88-8
(1r,4r)-4-(((2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carbonyl)oxy)cyclohexane-1-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol / 5 h / 55 °C

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3.5 h / 120 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

4.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 20 h / 90 °C / Inert atmosphere

5.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

7.1: sodium hydroxide / methanol; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/acs.jmedchem.7b00900