(S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate

Base Information

• Chemical Name: (S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate
• CAS No.: 1541199-18-1
• Molecular Formula: C₂₆H₃₆N₄O₅
• Molecular Weight: 484.596
• Mol file: 1541199-18-1.mol

Synonyms:(S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate

Chemical Property of (S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate

There total 8 articles about (S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)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:

(S)-3-(3-bromo-5-tert-butylphenyl)-3-(2-tert-butoxycarbonylaminoacetylamino)propionic acid ethyl ester (1541197-73-2) + pyrimidine 5-boronic acid (109299-78-7) → (S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate (1541199-18-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 2h; Inert atmosphere;

Reference yield:

1,3-dibromo-5-t-butylbenzene (129316-09-2) → (S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate (1541199-18-1)

Guidance literature:

Multi-step reaction with 7 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / N,N-dimethyl-formamide; water / 2 h / 80 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; ammonium acetate; water; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In diethyl ether; hexane; water; N,N-dimethyl-formamide; isopropyl alcohol; 7.1: |Suzuki Coupling;

Reference yield:

3-bromo-5-formyl-tert-butylbenzene (241155-85-1) → (S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate (1541199-18-1)

Guidance literature:

Multi-step reaction with 6 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / N,N-dimethyl-formamide; water / 2 h / 80 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; water; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In water; N,N-dimethyl-formamide; isopropyl alcohol; 6.1: |Suzuki Coupling;

upstream raw materials:

(S)-3-(3-bromo-5-tert-butylphenyl)-3-(2-tert-butoxycarbonylaminoacetylamino)propionic acid ethyl ester

pyrimidine 5-boronic acid

1,3-dibromo-5-t-butylbenzene

3-bromo-5-formyl-tert-butylbenzene

Downstream raw materials:

(S)-ethyl 3-(2-aminoacetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate

(S)-ethyl 3-(2-aminoacetamido)-3-(3-(tert-butyl)-5-(pyrimidin-5-yl)phenyl)propanoate hydrochloride

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

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