(S)-2-amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid

Base Information

• Chemical Name: (S)-2-amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid
• CAS No.: 1033805-29-6
• Molecular Formula: C₂₄H₂₀F₃N₅O₃S
• Molecular Weight: 515.516
• Mol file: 1033805-29-6.mol

Synonyms:(S)-2-amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid

Chemical Property of (S)-2-amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid

There total 3 articles about (S)-2-amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid 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:

2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)ethanol (1033805-30-9) + (S)-3-[4-(2-amino-6-chloropyrimidin-4-yl)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoic acid (1033804-86-2) → (S)-2-amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid (1033805-29-6)

Guidance literature:

2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)ethanol; (S)-3-[4-(2-amino-6-chloropyrimidin-4-yl)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoic acid; With caesium carbonate; In 1,4-dioxane; at 100 ℃; for 72h;

With hydrogenchloride; water; In 1,4-dioxane; pH=4;

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

Reference yield:

2-(2-thiazolyl)benzaldehyde (223575-69-7) → (S)-2-amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid (1033805-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

1.2: 0.25 h / 20 °C

2.1: caesium carbonate / 1,4-dioxane / 72 h / 100 °C / Sealed tube

2.2: pH 4

2.3: 20 °C

With tetrabutyl ammonium fluoride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

2-formylbenzene boronic acid (40138-16-7) → (S)-2-amino-3-(4-{2-amino-6-[2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid (1033805-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 0.08 h / 160 °C / Sealed tube; Microwave irradiation

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

2.2: 0.25 h / 20 °C

3.1: caesium carbonate / 1,4-dioxane / 72 h / 100 °C / Sealed tube

3.2: pH 4

3.3: 20 °C

With bis-triphenylphosphine-palladium(II) chloride; tetrabutyl ammonium fluoride; sodium carbonate; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; acetonitrile;

upstream raw materials:

2,2,2-trifluoro-1-(2-thiazol-2-yl-phenyl)ethanol

(S)-3-[4-(2-amino-6-chloropyrimidin-4-yl)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

2-(2-thiazolyl)benzaldehyde

2-formylbenzene boronic acid

Refernces

• 1、 -. "4-PHENYL-6-(2,2,2-TRIFLUORO-1-PHENYLETHOXY)PYRIMIDINE-BASED COMPOUNDS AND METHODS OF THEIR USE". Page/Page column 20. . Retrieved 2008/12/06.