(3R,4S)-N-(3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)-N-cyclopropyl-4-{4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl}-piperidine-3-carboxamide

Base Information

Chemical Name:(3R,4S)-N-(3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)-N-cyclopropyl-4-{4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl}-piperidine-3-carboxamide
CAS No.:1026787-27-8
Molecular Formula:C₄₁H₄₉Cl₂N₃O₅
Molecular Weight:734.763
Hs Code.:

(3R,4S)-N-(3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)-N-cyclopropyl-4-{4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl}-piperidine-3-carboxamide

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Chemical Property of (3R,4S)-N-(3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)-N-cyclopropyl-4-{4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl}-piperidine-3-carboxamide

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Technology Process of (3R,4S)-N-(3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)-N-cyclopropyl-4-{4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl}-piperidine-3-carboxamide

There total 11 articles about (3R,4S)-N-(3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)-N-cyclopropyl-4-{4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl}-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:

: 1026787-28-9
tert-butyl (3R,4S)-3-(((3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)(cyclopropyl)amino)carbonyl)-4-(4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl)-piperidine-1-carboxylate

: 1026787-27-8
(3R,4S)-N-(3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)-N-cyclopropyl-4-{4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl}-piperidine-3-carboxamide

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃;
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

: 1026787-27-8
(3R,4S)-N-(3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)-N-cyclopropyl-4-{4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl}-piperidine-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

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

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

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

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

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

6: N,N-dimethyl-formamide / 80 °C

7: hydrogenchloride / 1,4-dioxane; dichloromethane / 20 °C

With hydrogenchloride; sodium tetrahydroborate; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; magnesium sulfate; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.02.067

Reference yield:

: 1026787-16-5
tert-butyl (3R,4S)-3-{[[3-hydroxy-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

: 1026787-27-8
(3R,4S)-N-(3-((1-(cyanomethyl)cyclopropyl)methoxy)-5-(3-methoxypropyl)-benzyl)-N-cyclopropyl-4-{4-(2-(2,6-dichloro-4-methylphenoxy)ethoxy)phenyl}-piperidine-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 80 °C

2: hydrogenchloride / 1,4-dioxane; dichloromethane / 20 °C

With hydrogenchloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.02.067