ethyl rel(3R,5S)-3-(1-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methyl-4-oxopiperidine-1-carboxylate

Base Information

Chemical Name:ethyl rel(3R,5S)-3-(1-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methyl-4-oxopiperidine-1-carboxylate
CAS No.:78061-63-9
Molecular Formula:C₁₅H₂₅NO₅
Molecular Weight:299.367
Hs Code.:

Synonyms:

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Chemical Property of ethyl rel(3R,5S)-3-(1-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methyl-4-oxopiperidine-1-carboxylate

Chemical Property:

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Technology Process of ethyl rel(3R,5S)-3-(1-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methyl-4-oxopiperidine-1-carboxylate

There total 7 articles about ethyl rel(3R,5S)-3-(1-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methyl-4-oxopiperidine-1-carboxylate 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: 54.0%

: 78061-62-8,78088-70-7
ethyl rel(3R,4R,5S)-3-(1-(2-methyl-1,3-dioxolan-2-yl)ethyl)-4-hydroxy-5-methylpiperidine-1-carboxylate

: 78061-63-9,78088-71-8
ethyl rel(3R,5S)-3-(1-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methyl-4-oxopiperidine-1-carboxylate

Guidance literature:: With jones reagent; In acetone; for 2h; ice cooling;
DOI:10.1248/cpb.31.1243

Reference yield:

: 66643-50-3
(+/-)-1-(ethoxycarbonyl)-1,2,3,6-tetrahydro-3-pyridone

: 78061-63-9,78088-71-8
ethyl rel(3R,5S)-3-(1-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methyl-4-oxopiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 56 percent / diethyl ether / 0.67 h / -5 °C

2: 76 percent / Hg(OAc)2 / 72 h / 200 °C / in a sealed tube

3: 76 percent / diethyl ether / 2 h / -5 °C

4: 72 percent / pyridinium chlorochromate, NaOAc / CH₂Cl₂ / 7 h / Ambient temperature

5: 92 percent / p-TsOH / benzene / 12 h / Heating

6: B₂H₆ / tetrahydrofuran / 3 h / ice cooling

7: 54 percent / Jones reagent / acetone / 2 h / ice cooling

With jones reagent; mercury(II) diacetate; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; diborane; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; benzene;
DOI:10.1248/cpb.31.1243

Reference yield:

: 78061-56-0
ethyl 3-hydroxy-3-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate

: 78061-63-9,78088-71-8
ethyl rel(3R,5S)-3-(1-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methyl-4-oxopiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / Hg(OAc)2 / 72 h / 200 °C / in a sealed tube

2: 76 percent / diethyl ether / 2 h / -5 °C

3: 72 percent / pyridinium chlorochromate, NaOAc / CH₂Cl₂ / 7 h / Ambient temperature

4: 92 percent / p-TsOH / benzene / 12 h / Heating

5: B₂H₆ / tetrahydrofuran / 3 h / ice cooling

6: 54 percent / Jones reagent / acetone / 2 h / ice cooling

With jones reagent; mercury(II) diacetate; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; diborane; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; benzene;
DOI:10.1248/cpb.31.1243