(R)-N-[(S)-1-phenylethyl]-2-[(S)-1-hydroxy-3-buten-2-yl]-1,2,3,6-tetrahydropyridine

Base Information

Chemical Name:(R)-N-[(S)-1-phenylethyl]-2-[(S)-1-hydroxy-3-buten-2-yl]-1,2,3,6-tetrahydropyridine
CAS No.:1350716-28-7
Molecular Formula:C₁₇H₂₃NO
Molecular Weight:257.376
Hs Code.:

Synonyms:(R)-N-[(S)-1-phenylethyl]-2-[(S)-1-hydroxy-3-buten-2-yl]-1,2,3,6-tetrahydropyridine

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Chemical Property of (R)-N-[(S)-1-phenylethyl]-2-[(S)-1-hydroxy-3-buten-2-yl]-1,2,3,6-tetrahydropyridine

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Technology Process of (R)-N-[(S)-1-phenylethyl]-2-[(S)-1-hydroxy-3-buten-2-yl]-1,2,3,6-tetrahydropyridine

There total 5 articles about (R)-N-[(S)-1-phenylethyl]-2-[(S)-1-hydroxy-3-buten-2-yl]-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: 87.0%

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

: 1826-67-1
vinyl magnesium bromide

: 1350716-28-7
(R)-N-[(S)-1-phenylethyl]-2-[(S)-1-hydroxy-3-buten-2-yl]-1,2,3,6-tetrahydropyridine

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 20h; 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

: 1350716-28-7
(R)-N-[(S)-1-phenylethyl]-2-[(S)-1-hydroxy-3-buten-2-yl]-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

5: tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

With Grubbs catalyst first generation; hydrogenchloride; sodium hydrogencarbonate; triphenylphosphine; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1039/c1ob06216f

Reference yield:

: 1350716-16-3
(R)-N-allyl-N-[(S)-1-phenylethyl]-1-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-buten-1-amine

: 1350716-28-7
(R)-N-[(S)-1-phenylethyl]-2-[(S)-1-hydroxy-3-buten-2-yl]-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

With Grubbs catalyst first generation; hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1039/c1ob06216f