4-[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester
CAS No.:1296211-56-7
Molecular Formula:C₂₃H₂₈Cl₂N₂O₄
Molecular Weight:467.392
Hs Code.:

Synonyms:4-[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester

There total 8 articles about 4-[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-ylmethoxy]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: 79.0%

: 946426-94-4
4-(bromomethyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 1296211-56-7
4-[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: t-butyl 4-hydroxy piperidine-1-carboxylate; With 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 0.333333h;

4-(bromomethyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole; In tetrahydrofuran; at -5 - 25 ℃; for 14h; Product distribution / selectivity;

Reference yield: 78.0%

: 1268245-50-6
4-(chloromethyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 1296211-56-7
4-[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: t-butyl 4-hydroxy piperidine-1-carboxylate; With potassium tert-butylate; In tetrahydrofuran; for 0.5h;

4-(chloromethyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole; With 18-crown-6 ether; In tetrahydrofuran; at 20 - 30 ℃;

Reference yield:

: 25185-95-9
2,6-dichlorobenzaldoxime

: 1296211-56-7
4-[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-ylmethoxy]piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1 h / 40 °C / Large scale

2.1: triethylamine / 0.5 h / 20 °C / Large scale

2.2: 10 - 20 °C / Large scale

3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 2 h / 0 - 20 °C

4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 2 h / 0 - 20 °C

5.1: potassium tert-butylate; 18-crown-6 ether / tetrahydrofuran / 0.33 h / 0 - 20 °C

5.2: 14 h / 20 °C

With N-chloro-succinimide; 18-crown-6 ether; carbon tetrabromide; potassium tert-butylate; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.5b01161