(3S)-ethyl 3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate

Base Information

• Chemical Name: (3S)-ethyl 3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate
• CAS No.: 1541199-05-6
• Molecular Formula: C₂₉H₃₆N₆O₆
• Molecular Weight: 564.641
• Mol file: 1541199-05-6.mol

Synonyms:(3S)-ethyl 3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate

Chemical Property of (3S)-ethyl 3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-ethyl 3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate

There total 10 articles about (3S)-ethyl 3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate 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:

3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic acid (240431-49-6) + (S)-3-(2-aminoacetylamino)-3-(3-tert-butyl-5-cyanophenyl)propionic acid ethyl ester hydrochloride salt (1541197-74-3) → (3S)-ethyl 3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate (1541199-05-6)

Guidance literature:

3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic acid; (S)-3-(2-aminoacetylamino)-3-(3-tert-butyl-5-cyanophenyl)propionic acid ethyl ester hydrochloride salt; With benzotriazol-1-ol; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere;

With diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

Reference yield:

1,3-dibromo-5-t-butylbenzene (129316-09-2) → (3S)-ethyl 3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate (1541199-05-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: ammonium acetate / isopropyl alcohol / 14 h / Reflux; Inert atmosphere

3.1: hydrogenchloride / 1.5 h / Reflux

4.1: water; sodium hydroxide

4.2: 20 °C / pH 8.2 / Enzymatic reaction

5.1: hydrogenchloride / 2 h / Reflux

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

7.1: racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; zinc; palladium diacetate / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

8.1: hydrogenchloride / 1,4-dioxane / 2 h / 0 °C

9.1: benzotriazol-1-ol / N,N-dimethyl-formamide; dichloromethane / 0.17 h / 20 °C / Inert atmosphere

9.2: 20 °C / Inert atmosphere

With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; hydrogenchloride; n-butyllithium; ammonium acetate; water; palladium diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; zinc; In 1,4-dioxane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

3-bromo-5-formyl-tert-butylbenzene (241155-85-1) → (3S)-ethyl 3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate (1541199-05-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: ammonium acetate / isopropyl alcohol / 14 h / Reflux; Inert atmosphere

2.1: hydrogenchloride / 1.5 h / Reflux

3.1: water; sodium hydroxide

3.2: 20 °C / pH 8.2 / Enzymatic reaction

4.1: hydrogenchloride / 2 h / Reflux

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

6.1: racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; zinc; palladium diacetate / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

7.1: hydrogenchloride / 1,4-dioxane / 2 h / 0 °C

8.1: benzotriazol-1-ol / N,N-dimethyl-formamide; dichloromethane / 0.17 h / 20 °C / Inert atmosphere

8.2: 20 °C / Inert atmosphere

With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; hydrogenchloride; ammonium acetate; water; palladium diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; zinc; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

1,3-dibromo-5-t-butylbenzene

3-bromo-5-formyl-tert-butylbenzene

3-amino-3-(3-bromo-5-tert-butylphenyl)propionic acid

3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic acid

Downstream raw materials:

(3S)-3-(3-(tert-butyl)-5-cyanophenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoic acid