(3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide

Base Information

Chemical Name:(3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide
CAS No.:1026787-25-6
Molecular Formula:C₃₉H₅₀Cl₂N₂O₆
Molecular Weight:713.742
Hs Code.:

(3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide

Synonyms:(3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide

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Chemical Property of (3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide

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Technology Process of (3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide

There total 11 articles about (3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide 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:

: 1026787-26-7
tert-butyl (3R,4S)-3-((cyclopropyl(3-(2-hydroxy-2-methylpropoxy)-5-(3-methoxypropyl)benzyl)amino)carbonyl)-4-(4-(2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy)phenyl)-piperidine-1-carboxylate

: 1026787-25-6
(3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide

Guidance literature:: tert-butyl (3R,4S)-3-((cyclopropyl(3-(2-hydroxy-2-methylpropoxy)-5-(3-methoxypropyl)benzyl)amino)carbonyl)-4-(4-(2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy)phenyl)-piperidine-1-carboxylate; With trimethylsilyl iodide; at 0 ℃; for 0.166667h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

: C₄₇H₆₆Cl₂N₂O₈Si

: 1026787-25-6
(3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/j.bmcl.2011.02.067

Reference yield:

: 1026786-87-7
3-((tert-butyl(dimethyl)silyl)oxy)-5-[(1E)-3-methoxy-prop-1-en-1-yl]-benzaldehyde

: 1026787-25-6
(3R,4S)-N-cyclopropyl-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)-phenyl)-N-[3-(2-hydroxy-2-methyl-propoxy)-5-(3-methoxypropyl)benzyl]piperidine-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: magnesium sulfate / dichloromethane / 12 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 0 - 20 °C

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1.5 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 18 h / 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 22.5 h / 50 - 80 °C

6.2: 0.17 h / 0 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; magnesium sulfate; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.02.067