(R)-N-[(S)-1-phenylethyl]-2-[(R)-2-phenyl-1-hydroxyethyl]-1,2,3,6-tetrahydropyridine

Base Information

Chemical Name:(R)-N-[(S)-1-phenylethyl]-2-[(R)-2-phenyl-1-hydroxyethyl]-1,2,3,6-tetrahydropyridine
CAS No.:1350716-29-8
Molecular Formula:C₂₁H₂₅NO
Molecular Weight:307.436
Hs Code.:

Synonyms:(R)-N-[(S)-1-phenylethyl]-2-[(R)-2-phenyl-1-hydroxyethyl]-1,2,3,6-tetrahydropyridine

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Chemical Property of (R)-N-[(S)-1-phenylethyl]-2-[(R)-2-phenyl-1-hydroxyethyl]-1,2,3,6-tetrahydropyridine

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Technology Process of (R)-N-[(S)-1-phenylethyl]-2-[(R)-2-phenyl-1-hydroxyethyl]-1,2,3,6-tetrahydropyridine

There total 5 articles about (R)-N-[(S)-1-phenylethyl]-2-[(R)-2-phenyl-1-hydroxyethyl]-1,2,3,6-tetrahydropyridine 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: 97.0%

: 1350716-19-6
(R)-N-[(S)-1-phenylethyl]-2-[(S)-oxiran-2-yl]-1,2,3,6-tetrahydropyridine

: 100-58-3
phenylmagnesium bromide

: 1350716-29-8
(R)-N-[(S)-1-phenylethyl]-2-[(R)-2-phenyl-1-hydroxyethyl]-1,2,3,6-tetrahydropyridine

Guidance literature:: phenylmagnesium bromide; With copper(I) bromide; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.166667h; Inert atmosphere;

(R)-N-[(S)-1-phenylethyl]-2-[(S)-oxiran-2-yl]-1,2,3,6-tetrahydropyridine; In tetrahydrofuran; at 0 - 20 ℃; for 14h; regioselective reaction; Inert atmosphere;
DOI:10.1039/c1ob06216f

Reference yield:

: 1350716-23-2
(R)-N-[(S)-1-phenylethyl]-1-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-buten-1-amine

: 1350716-29-8
(R)-N-[(S)-1-phenylethyl]-2-[(R)-2-phenyl-1-hydroxyethyl]-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate; lithium iodide / acetonitrile / 36 h / Reflux

2.1: Grubbs catalyst first generation / dichloromethane / 12 h / 20 °C

3.1: hydrogenchloride / tetrahydrofuran; water / 2 h / 50 °C

4.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane; toluene / 60 °C / Inert atmosphere

5.1: copper(I) bromide / tetrahydrofuran; diethyl ether / 0.17 h / 0 °C / Inert atmosphere

5.2: 14 h / 0 - 20 °C / Inert atmosphere

With Grubbs catalyst first generation; hydrogenchloride; sodium hydrogencarbonate; triphenylphosphine; copper(I) bromide; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; acetonitrile;
DOI:10.1039/c1ob06216f

Reference yield:

: 1350716-18-5
(R)-N-[(S)-1-phenylethyl]-2-[(S)-1,2-dihydroxyethyl]-1,2,3,6-tetrahydropyridine

: 1350716-29-8
(R)-N-[(S)-1-phenylethyl]-2-[(R)-2-phenyl-1-hydroxyethyl]-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane; toluene / 60 °C / Inert atmosphere

2.1: copper(I) bromide / tetrahydrofuran; diethyl ether / 0.17 h / 0 °C / Inert atmosphere

2.2: 14 h / 0 - 20 °C / Inert atmosphere

With triphenylphosphine; copper(I) bromide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1039/c1ob06216f