(2S,6S)-2-[(2-butyl-1,3-dioxolan-2-yl)ethynyl]-1-[(1S)-2-hydroxy-1-phenylethyl]-6-methylpiperidine

Base Information

Chemical Name:(2S,6S)-2-[(2-butyl-1,3-dioxolan-2-yl)ethynyl]-1-[(1S)-2-hydroxy-1-phenylethyl]-6-methylpiperidine
CAS No.:503843-24-1
Molecular Formula:C₂₃H₃₃NO₃
Molecular Weight:371.52
Hs Code.:

Synonyms:(2S,6S)-2-[(2-butyl-1,3-dioxolan-2-yl)ethynyl]-1-[(1S)-2-hydroxy-1-phenylethyl]-6-methylpiperidine

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Chemical Property of (2S,6S)-2-[(2-butyl-1,3-dioxolan-2-yl)ethynyl]-1-[(1S)-2-hydroxy-1-phenylethyl]-6-methylpiperidine

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Technology Process of (2S,6S)-2-[(2-butyl-1,3-dioxolan-2-yl)ethynyl]-1-[(1S)-2-hydroxy-1-phenylethyl]-6-methylpiperidine

There total 3 articles about (2S,6S)-2-[(2-butyl-1,3-dioxolan-2-yl)ethynyl]-1-[(1S)-2-hydroxy-1-phenylethyl]-6-methylpiperidine 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: 75.0%

: 128957-79-9
2-butyl-2-ethynyl-1,3-dioxolane

: 503843-29-6
(3S,5S)-5-methyl-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 503843-24-1
(2S,6S)-2-[(2-butyl-1,3-dioxolan-2-yl)ethynyl]-1-[(1S)-2-hydroxy-1-phenylethyl]-6-methylpiperidine

Guidance literature:: 2-butyl-2-ethynyl-1,3-dioxolane; With ethylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 0.5h;

(3S,5S)-5-methyl-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine; In tetrahydrofuran; at 0 - 20 ℃; for 14h; Further stages.;
DOI:10.1021/jo0266083

Reference yield:

: 173173-75-6
(S)-1-((S)-2-Hydroxy-1-phenyl-ethyl)-6-methyl-piperidin-2-one

: 503843-24-1
(2S,6S)-2-[(2-butyl-1,3-dioxolan-2-yl)ethynyl]-1-[(1S)-2-hydroxy-1-phenylethyl]-6-methylpiperidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: Red-Al / tetrahydrofuran; toluene / -78 °C

2.1: EtMgBr / tetrahydrofuran / 0.5 h / 0 °C

2.2: 75 percent / tetrahydrofuran / 14 h / 0 - 20 °C

With ethylmagnesium bromide; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene;
DOI:10.1021/jo0266083

Reference yield:

: 176778-23-7
(3S,8aR)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 503843-24-1
(2S,6S)-2-[(2-butyl-1,3-dioxolan-2-yl)ethynyl]-1-[(1S)-2-hydroxy-1-phenylethyl]-6-methylpiperidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: CuCN; BF₃*Et₂O / diethyl ether; tetrahydrofuran

2.1: Red-Al / tetrahydrofuran; toluene / -78 °C

3.1: EtMgBr / tetrahydrofuran / 0.5 h / 0 °C

3.2: 75 percent / tetrahydrofuran / 14 h / 0 - 20 °C

With boron trifluoride diethyl etherate; ethylmagnesium bromide; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/jo0266083