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

Base Information

Chemical Name:(2S,6R)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1-carboxylic acid methyl ester
CAS No.:134040-13-4
Molecular Formula:C₂₂H₃₁NO₆
Molecular Weight:405.491
Hs Code.:

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

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Chemical Property of (2S,6R)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1-carboxylic acid methyl ester

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Technology Process of (2S,6R)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1-carboxylic acid methyl ester

There total 11 articles about (2S,6R)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidine-1-carboxylic acid methyl ester 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: 100.0%

: 134040-11-2
(2R,6S)-2-((R)-2-Acetoxy-2-phenyl-ethyl)-6-(2-oxo-propyl)-piperidine-1-carboxylic acid methyl ester

: 107-21-1
ethylene glycol

: 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

Guidance literature:: With toluene-4-sulfonic acid; In benzene; for 20h; Heating;
DOI:10.1139/v91-034

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 134040-02-1,134040-03-2
(R)-2-((R)-2-Hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester

: 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

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / pyridine / 15 h / Ambient temperature

2: 343 mg / Et₄NOTs / 0.17 h / anodic methoxylation

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

4: 100 percent / TsOH*H₂O / benzene / 20 h / Heating

With pyridine; titanium tetrachloride; tetraethylammonium tosylate; toluene-4-sulfonic acid; In benzene;
DOI:10.1139/v91-034