methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate

Base Information

Chemical Name:methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate
CAS No.:954410-00-5
Molecular Formula:C₃₆H₃₆N₄O₅
Molecular Weight:604.706
Hs Code.:

Synonyms:methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate

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Chemical Property of methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate

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Technology Process of methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate

There total 9 articles about methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate 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:

: 4507-84-0
3-nitro-1-naphthoic acid

: 954410-00-5
methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 0 - 20 °C

2.1: dichloromethane / 1 h

3.1: hydrogen / palladium 10% on activated carbon / ethanol; dichloromethane / 3 h / 2068.65 Torr

4.1: hydrogen bromide; sodium nitrite / ethanol; water / 0.5 h / 0 °C

4.2: 0.83 h / 0 - 95 °C

5.1: caesium carbonate; DavePhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 15 h / 85 °C

With oxalyl dichloride; hydrogen bromide; hydrogen; caesium carbonate; N,N-dimethyl-formamide; DavePhos; sodium nitrite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; In 1,4-dioxane; ethanol; dichloromethane; water;

Reference yield:

: 954409-60-0
1-benzyl 3-methyl (3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}piperazine-1,3-dicarboxylate

: 954410-00-5
methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate

Guidance literature:: Multi-step reaction with 4 steps

1: lithium borohydride / methanol / 4 h / 0 °C

2: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 2068.65 Torr

4: caesium carbonate; DavePhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 15 h / 85 °C

With dmap; lithium borohydride; hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; DavePhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; In 1,4-dioxane; methanol; dichloromethane;

Reference yield:

: 954409-61-1
benzyl (3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)-piperazine-1-carboxylate

: 954410-00-5
methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 2068.65 Torr

3: caesium carbonate; DavePhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 15 h / 85 °C

With dmap; hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; DavePhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; In 1,4-dioxane; methanol; dichloromethane;