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

Base Information

Chemical Name: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
CAS No.:1026787-16-5
Molecular Formula:C₄₀H₅₀Cl₂N₂O₇
Molecular Weight:741.752
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 19 articles about 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 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:

: 1026787-15-4
tert-butyl (3R,4S)-3-({[3-{[(tert-butyl)(dimethyl)silyl]oxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino}carbonyl)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

: 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

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

Reference yield:

: 1026786-84-4
3-hydroxy-5-[(1E)-3-(methyloxy)-1-propen-1-yl]benzaldehyde

: 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

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

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

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

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

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

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

With 1H-imidazole; sodium tetrahydroborate; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; magnesium sulfate; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
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

: 1026787-16-5
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

Guidance literature:: Multi-step reaction with 5 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

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