4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:1332498-35-7
Molecular Formula:C₂₃H₃₁N₃O₅
Molecular Weight:429.516
Hs Code.:

Synonyms:4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine-1-carboxylic acid tert-butyl ester

There total 8 articles about 4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine-1-carboxylic acid tert-butyl 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: 53.48%

: 713147-49-0
4-(N-hydroxycarbamimidoylmethyl)-piperidine-1-carboxylic acid tert-butyl ester

: 30461-77-9,30461-78-0,5396-64-5
methyl 3,4-dimethoxycinnamate

: 1332498-35-7
4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: 4-(N-hydroxycarbamimidoylmethyl)-piperidine-1-carboxylic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; at 25 ℃; for 0.5h;

methyl 3,4-dimethoxycinnamate; In tetrahydrofuran; for 12h; Reflux;

Reference yield:

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 1332498-35-7
4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: piperidine; pyridine / 105 - 110 °C

1.2: 25 - 30 °C / pH 9 - 10

1.3: 15 - 20 °C / pH 1 - 2

2.1: sulfuric acid / 4 h / 20 °C

2.2: 5 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 25 °C

3.2: 12 h / Reflux

With piperidine; pyridine; sodium hydride; sulfuric acid; In tetrahydrofuran; 1.1: Knoevenagel Condensation;

Reference yield:

: 41979-39-9
4-piperidone hydrochloride

: 1332498-35-7
4-{5-[2-(3,4-dimethoxy-phenyl)-vinyl]-[1,2,4]oxadiazol-3-ylmethyl}-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / water / 0 °C

1.2: 4 h

2.1: potassium carbonate / tetrahydrofuran / 12 h / Reflux

3.1: hydrogen / palladium on activated charcoal / ethanol / 8 h

4.1: potassium carbonate; hydroxylamine hydrochloride / ethanol; water / 48 h / 20 °C

5.1: sodium hydride / tetrahydrofuran / 0.5 h / 25 °C

5.2: 12 h / Reflux

With hydroxylamine hydrochloride; hydrogen; sodium hydride; potassium carbonate; sodium hydroxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; water;