N₁-((S)-2-chloro-1-phenylethyl)-N₃-((R)-1-chloro-3-phenylpropan-2-yl)-2,2-dimethylmalonamide

Base Information

• Chemical Name: N₁-((S)-2-chloro-1-phenylethyl)-N₃-((R)-1-chloro-3-phenylpropan-2-yl)-2,2-dimethylmalonamide
• CAS No.: 1415547-31-7
• Molecular Formula: C₂₂H₂₆Cl₂N₂O₂
• Molecular Weight: 421.367

Synonyms:N₁-((S)-2-chloro-1-phenylethyl)-N₃-((R)-1-chloro-3-phenylpropan-2-yl)-2,2-dimethylmalonamide

Chemical Property of N₁-((S)-2-chloro-1-phenylethyl)-N₃-((R)-1-chloro-3-phenylpropan-2-yl)-2,2-dimethylmalonamide

Chemical Property:

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Technology Process of N₁-((S)-2-chloro-1-phenylethyl)-N₃-((R)-1-chloro-3-phenylpropan-2-yl)-2,2-dimethylmalonamide

There total 2 articles about N₁-((S)-2-chloro-1-phenylethyl)-N₃-((R)-1-chloro-3-phenylpropan-2-yl)-2,2-dimethylmalonamide 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-(2-hydroxy-1-phenylethylamino)-2,2-dimethyl-3-oxopropanoic acid (939777-43-2) → N1-((S)-2-chloro-1-phenylethyl)-N3-((R)-1-chloro-3-phenylpropan-2-yl)-2,2-dimethylmalonamide (1415547-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / chloroform / 1 h / 0 °C / Inert atmosphere

1.2: 41 h / 20 °C / Inert atmosphere

2.1: thionyl chloride / dichloromethane / 19 h / 20 °C / Inert atmosphere

With thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; chloroform;

DOI:10.1016/j.tet.2012.10.069

Reference yield:

(R)-2-amino-3-phenylpropanol (5267-64-1) → N1-((S)-2-chloro-1-phenylethyl)-N3-((R)-1-chloro-3-phenylpropan-2-yl)-2,2-dimethylmalonamide (1415547-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / chloroform / 1 h / 0 °C / Inert atmosphere

1.2: 41 h / 20 °C / Inert atmosphere

2.1: thionyl chloride / dichloromethane / 19 h / 20 °C / Inert atmosphere

With thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; chloroform;

DOI:10.1016/j.tet.2012.10.069

Reference yield: 80.0%

N1-((S)-2-chloro-1-phenylethyl)-N3-((R)-1-chloro-3-phenylpropan-2-yl)-2,2-dimethylmalonamide (1415547-31-7) → (R)-4-benzyl-2-(2-((S)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-2-yl)-4,5-dihydrooxazole (1415547-19-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2012.10.069

upstream raw materials:

(S)-3-(2-hydroxy-1-phenylethylamino)-2,2-dimethyl-3-oxopropanoic acid

(R)-2-amino-3-phenylpropanol

Downstream raw materials:

(R)-4-benzyl-2-(2-((S)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-2-yl)-4,5-dihydrooxazole

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