(S)-ethyl 3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoate hydrochloride

Base Information

• Chemical Name: (S)-ethyl 3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoate hydrochloride
• CAS No.: 1541199-46-5
• Molecular Formula: C₁₅H₁₈BrF₂NO₂*ClH
• Molecular Weight: 398.675
• Mol file: 1541199-46-5.mol

Synonyms:(S)-ethyl 3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoate hydrochloride

Chemical Property of (S)-ethyl 3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoate hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-ethyl 3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoate hydrochloride

There total 10 articles about (S)-ethyl 3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoate hydrochloride 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:

ethanol (64-17-5) + (S)-3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoic acid (1541199-47-6) → (S)-ethyl 3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoate hydrochloride (1541199-46-5)

Guidance literature:

With hydrogenchloride; for 3h; Reflux; Inert atmosphere;

Reference yield:

1,3-dibromo-5-(chloromethyl)benzene (74337-30-7) → (S)-ethyl 3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoate hydrochloride (1541199-46-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 18-crown-6 ether / acetonitrile / 20 °C

2.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / 5 h / 0 - 20 °C

3.1: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C

4.1: diethylamino-sulfur trifluoride / dichloromethane / 2 h / 0 - 20 °C

5.1: n-butyllithium / tetrahydrofuran / 0.17 h / -78 °C

5.2: 0.17 h / -78 °C

6.1: ammonium acetate / ethanol / 6 h / Reflux

7.1: hydrogenchloride / 1 h / Reflux

8.1: potassium dihydrogenphosphate; Amano Lipase PS; sodium hydroxide / water / 26 h / 20 °C / pH 8.32 / Enzymatic reaction

8.2: 20 °C

9.1: hydrogenchloride / 3 h / Reflux; Inert atmosphere

With hydrogenchloride; potassium dihydrogenphosphate; n-butyllithium; Amano Lipase PS; 18-crown-6 ether; diethylamino-sulfur trifluoride; ammonium acetate; N-benzyl-N,N,N-triethylammonium chloride; diisobutylaluminium hydride; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;

Reference yield:

(3,5-dibromophenyl)methanol (145691-59-4) → (S)-ethyl 3-amino-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)propanoate hydrochloride (1541199-46-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: 18-crown-6 ether / acetonitrile / 20 °C

3.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / 5 h / 0 - 20 °C

4.1: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C

5.1: diethylamino-sulfur trifluoride / dichloromethane / 2 h / 0 - 20 °C

6.1: n-butyllithium / tetrahydrofuran / 0.17 h / -78 °C

6.2: 0.17 h / -78 °C

7.1: ammonium acetate / ethanol / 6 h / Reflux

8.1: hydrogenchloride / 1 h / Reflux

9.1: potassium dihydrogenphosphate; Amano Lipase PS; sodium hydroxide / water / 26 h / 20 °C / pH 8.32 / Enzymatic reaction

9.2: 20 °C

10.1: hydrogenchloride / 3 h / Reflux; Inert atmosphere

With hydrogenchloride; potassium dihydrogenphosphate; n-butyllithium; Amano Lipase PS; 18-crown-6 ether; diethylamino-sulfur trifluoride; ammonium acetate; N-benzyl-N,N,N-triethylammonium chloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;

upstream raw materials:

(3,5-dibromophenyl)methanol

1,3-dibromo-5-(chloromethyl)benzene

2-(3,5-dibromophenyl)acetonitrile

1-(3,5-dibromophenyl)cyclopropanecarbaldehyde

Downstream raw materials:

(3S)-ethyl 3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoate

(3S)-3-(3-bromo-5-(1-(difluoromethyl)cyclopropyl)phenyl)-3-(2-(3-hydroxy-5-((5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino)benzamido)acetamido)propanoic acid