(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

Base Information

• Chemical Name: (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
• CAS No.: 1087347-18-9
• Molecular Formula: C₄₁H₅₀Cl₂N₆O₅
• Molecular Weight: 777.791

Synonyms:

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (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

There total 12 articles about (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 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:

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 (1087347-37-2) → (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 (1087347-18-9)

Guidance literature:

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

DOI:10.1016/j.bmcl.2011.02.067

Reference yield:

C20H31NO2Si → (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 (1087347-18-9)

Guidance literature:

Multi-step reaction with 7 steps

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

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

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

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

5: N,N-dimethyl-formamide / 80 °C

6: azido tributyltin (IV) / 1,4-dioxane / 150 °C

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

With hydrogenchloride; sodium tetrahydroborate; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; azido tributyltin (IV); In tetrahydrofuran; 1,4-dioxane; 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-methoxyprop-1-en-1-yl}benzyl)amino]cyclopropane (1026786-89-9) → (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 (1087347-18-9)

Guidance literature:

Multi-step reaction with 6 steps

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

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

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

4: N,N-dimethyl-formamide / 80 °C

5: azido tributyltin (IV) / 1,4-dioxane / 150 °C

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

With hydrogenchloride; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; azido tributyltin (IV); In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.02.067

upstream raw materials:

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

[(3-{[(tert-butyl)(dimethyl)silyl]oxy}-5-{(1E)-3-methoxyprop-1-en-1-yl}benzyl)amino]cyclopropane

[(3-{[(tert-butyl)(dimethyl)silyl]oxy}-5-{3-methoxypropyl}benzyl)amino]cyclopropane

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