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

Base Information

• Chemical Name: 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
• CAS No.: 1026787-28-9
• Molecular Formula: C₄₆H₅₇Cl₂N₃O₇
• Molecular Weight: 834.88
• Mol file: 1026787-28-9.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 22 articles about 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 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:

methanesulfonic acid 1-cyanomethyl-cyclopropylmethyl ester (152922-86-6) + 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 (1026787-16-5) → 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 (1026787-28-9)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 18h;

Reference yield:

3-hydroxy-5-[(1E)-3-(methyloxy)-1-propen-1-yl]benzaldehyde (1026786-84-4) → 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 (1026787-28-9)

Guidance literature:

Multi-step reaction with 7 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

7: N,N-dimethyl-formamide / 80 °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:

3-((tert-butyl(dimethyl)silyl)oxy)-5-[(1E)-3-methoxy-prop-1-en-1-yl]-benzaldehyde (1026786-87-7) → 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 (1026787-28-9)

Guidance literature:

Multi-step reaction with 6 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

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; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.02.067

upstream raw materials:

methanesulfonic acid 1-cyanomethyl-cyclopropylmethyl ester

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

3-hydroxy-5-[(1E)-3-(methyloxy)-1-propen-1-yl]benzaldehyde

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

Downstream raw materials:

(3R,4S)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-3-carboxylic acid (cyclopropyl)(3-(3-methoxypropyl)-5-{[1-(2H-tetrazol-5-ylmethyl)cyclopropyl]methoxy}benzyl)amide

(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

tert-butyl (3R,4S)-3-{[(cyclopropyl)(3-(3-methoxypropyl)-5-{[1-(2H-tetrazol-5-ylmethyl)cyclopropyl]methoxy}benzyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate