(S)-2-[(2S,6R)-1-Methyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidin-2-yl]-1-phenyl-ethanol

Base Information

Chemical Name:(S)-2-[(2S,6R)-1-Methyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidin-2-yl]-1-phenyl-ethanol
CAS No.:134040-14-5
Molecular Formula:C₁₉H₂₉NO₃
Molecular Weight:319.444
Hs Code.:

Synonyms:(S)-2-[(2S,6R)-1-Methyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidin-2-yl]-1-phenyl-ethanol

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Chemical Property of (S)-2-[(2S,6R)-1-Methyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidin-2-yl]-1-phenyl-ethanol

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Technology Process of (S)-2-[(2S,6R)-1-Methyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidin-2-yl]-1-phenyl-ethanol

There total 13 articles about (S)-2-[(2S,6R)-1-Methyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidin-2-yl]-1-phenyl-ethanol 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: 82.0%

: 134040-13-4
(2S,6R)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1-carboxylic acid methyl ester

: 134040-14-5
(S)-2-[(2S,6R)-1-Methyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidin-2-yl]-1-phenyl-ethanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 17h; Heating;
DOI:10.1139/v91-034

Reference yield:

: 134040-13-4
(2S,6R)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1-carboxylic acid methyl ester

: 134040-14-5
(S)-2-[(2S,6R)-1-Methyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidin-2-yl]-1-phenyl-ethanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;
DOI:10.1139/v91-034

Reference yield:

: 76469-99-3
1-(carbomethoxy)-2-phenacylpiperidine

: 134040-14-5
(S)-2-[(2S,6R)-1-Methyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidin-2-yl]-1-phenyl-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1: Li(tBuO)3AlH / tetrahydrofuran / 4 h / Heating

2: 100 percent / pyridine / 15 h / Ambient temperature

3: 343 mg / Et₄NOTs / 0.17 h / anodic methoxylation

4: 1) TiCl₄ / 1) CH₂Cl₂, -78 deg C, 5 min, 2) CH₂Cl₂, -78 deg C, 2h, then to r.t., 2h

5: 100 percent / TsOH*H₂O / benzene / 20 h / Heating

6: 82 percent / LiAlH₄ / tetrahydrofuran / 17 h / Heating

With pyridine; lithium aluminium tetrahydride; titanium tetrachloride; tetraethylammonium tosylate; toluene-4-sulfonic acid; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; benzene;
DOI:10.1139/v91-034