tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate

Base Information

Chemical Name:tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate
CAS No.:1476068-54-8
Molecular Formula:C₃₇H₅₃N₅O₆
Molecular Weight:663.858
Hs Code.:

tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate

Synonyms:tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate

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Chemical Property of tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate

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Technology Process of tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate

There total 5 articles about tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate 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: 35.0%

: 5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazole-3-carboxylic acid

: 13518-40-6
L-valine tert-butylester hydrochloride

: 1476068-54-8
tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate

Guidance literature:: 5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazole-3-carboxylic acid; With triethylamine; isobutyl chloroformate; In acetonitrile; at 20 ℃; Inert atmosphere;

L-valine tert-butylester hydrochloride; With triethylamine; In acetonitrile; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1055/s-0033-1338497

Reference yield:

: methyl 5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazole-3-carboxylate

: 1476068-54-8
tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hydroxide; water / 1,4-dioxane / 4 h / Reflux

2.1: triethylamine; isobutyl chloroformate / acetonitrile / 20 °C / Inert atmosphere

2.2: 5 h / 20 °C / Inert atmosphere

With water; triethylamine; potassium hydroxide; isobutyl chloroformate; In 1,4-dioxane; acetonitrile;
DOI:10.1055/s-0033-1338497

Reference yield:

: 643-28-7
2-isopropylaniline

: 1476068-54-8
tert-butyl N-{[5-(2,6-dimethoxyphenyl)-1-(4-{[[3-(dimethylamino)propyl](methyl)amino]carbonyl}-2-isopropylphenyl)-1H-pyrazol-3-yl]carbonyl}-L-valinate

Guidance literature:: Multi-step reaction with 5 steps

1.1: ammonium acetate; N-Bromosuccinimide / acetonitrile / 0.17 h / 20 °C

2.1: hydrogenchloride; sodium nitrite / water / 0 °C

2.2: 0.5 h / 0 °C

2.3: 0.33 h / Reflux

3.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tri tert-butylphosphoniumtetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane / 0.5 h / 140 °C / Inert atmosphere; Sealed tube; Microwave irradiation

4.1: potassium hydroxide; water / 1,4-dioxane / 4 h / Reflux

5.1: triethylamine; isobutyl chloroformate / acetonitrile / 20 °C / Inert atmosphere

5.2: 5 h / 20 °C / Inert atmosphere

With hydrogenchloride; N-Bromosuccinimide; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); ammonium acetate; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; potassium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; sodium nitrite; isobutyl chloroformate; In 1,4-dioxane; water; acetonitrile;
DOI:10.1055/s-0033-1338497