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

Base Information

• Chemical Name: N₁-((S)-2-hydroxy-1-phenylethyl)-N₃-((R)-1-hydroxy-3-phenylpropan-2-yl)-2,2-dimethylmalonamide
• CAS No.: 1415547-30-6
• Molecular Formula: C₂₂H₂₈N₂O₄
• Molecular Weight: 384.475

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

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

Chemical Property:

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

There total 1 articles about N₁-((S)-2-hydroxy-1-phenylethyl)-N₃-((R)-1-hydroxy-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: 69.0%

(S)-3-(2-hydroxy-1-phenylethylamino)-2,2-dimethyl-3-oxopropanoic acid (939777-43-2) + (R)-2-amino-3-phenylpropanol (5267-64-1) → N1-((S)-2-hydroxy-1-phenylethyl)-N3-((R)-1-hydroxy-3-phenylpropan-2-yl)-2,2-dimethylmalonamide (1415547-30-6)

Guidance literature:

(S)-3-(2-hydroxy-1-phenylethylamino)-2,2-dimethyl-3-oxopropanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In chloroform; at 0 ℃; for 1h; Inert atmosphere;

(R)-2-amino-3-phenylpropanol; In chloroform; at 20 ℃; for 41h; Inert atmosphere;

DOI:10.1016/j.tet.2012.10.069

Reference yield:

N1-((S)-2-hydroxy-1-phenylethyl)-N3-((R)-1-hydroxy-3-phenylpropan-2-yl)-2,2-dimethylmalonamide (1415547-30-6) → (R)-4-benzyl-2-(2-((S)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-2-yl)-4,5-dihydrooxazole (1415547-19-1)

Guidance literature:

Multi-step reaction with 2 steps

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

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

With thionyl chloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

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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