methyl 3-({[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetyl}amino)benzoate

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Chemical Name:methyl 3-({[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetyl}amino)benzoate
CAS No.:851584-53-7
Molecular Formula:C₃₃H₄₁N₃O₅
Molecular Weight:559.706
Hs Code.:

Synonyms:methyl 3-({[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetyl}amino)benzoate

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Chemical Property of methyl 3-({[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetyl}amino)benzoate

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Technology Process of methyl 3-({[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetyl}amino)benzoate

There total 12 articles about methyl 3-({[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetyl}amino)benzoate 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: 26.0%

: 4518-10-9
Methyl 3-aminobenzoate

: 851577-69-0
[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetic acid

: 851584-53-7
methyl 3-({[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetyl}amino)benzoate

Guidance literature:: With HATU; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1016/j.bmc.2010.11.038

Reference yield:

: 907611-08-9
5-methyl-2-[(4-methylphenyl)methylidene]-3-oxohexanenitrile

: 851584-53-7
methyl 3-({[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetyl}amino)benzoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: methanol / 4 h / 80 °C

2.1: nitric acid / 1,4-dioxane / 0.75 h / 75 - 80 °C

3.1: ammonia; hydrogen / methanol; water / 5 h / 40 °C / 3750.38 Torr / Sealed tube

4.1: diisobutylaluminium hydride / toluene / -78 - 0 °C

4.2: 0 - 20 °C

5.1: sodium hydroxide / water; ethyl acetate; acetone; toluene / 0.5 h / 20 °C

6.1: triethylamine / tetrahydrofuran / 0.5 h / 0 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 1 h / 20 °C

8.1: hydrogenchloride; water / 20 h / 90 °C

9.1: sodium hydroxide / water / pH 8

9.2: 1 h / 20 °C

10.1: HATU / N,N-dimethyl-formamide / 16 h / 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; ammonia; water; hydrogen; nitric acid; diisobutylaluminium hydride; triethylamine; HATU; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1016/j.bmc.2010.11.038

Reference yield:

: 851577-39-4
methyl 5-cyano-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)-1,4-dihydropyridine-3-carboxylate

: 851584-53-7
methyl 3-({[5-{[(tert-butoxycarbonyl)amino]methyl}-2-methyl-4-(4-methylphenyl)-6-(2-methylpropyl)pyridin-3-yl]acetyl}amino)benzoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: nitric acid / 1,4-dioxane / 0.75 h / 75 - 80 °C

2.1: ammonia; hydrogen / methanol; water / 5 h / 40 °C / 3750.38 Torr / Sealed tube

3.1: diisobutylaluminium hydride / toluene / -78 - 0 °C

3.2: 0 - 20 °C

4.1: sodium hydroxide / water; ethyl acetate; acetone; toluene / 0.5 h / 20 °C

5.1: triethylamine / tetrahydrofuran / 0.5 h / 0 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 1 h / 20 °C

7.1: hydrogenchloride; water / 20 h / 90 °C

8.1: sodium hydroxide / water / pH 8

8.2: 1 h / 20 °C

9.1: HATU / N,N-dimethyl-formamide / 16 h / 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; ammonia; water; hydrogen; nitric acid; diisobutylaluminium hydride; triethylamine; HATU; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1016/j.bmc.2010.11.038