(4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid

Base Information

Chemical Name:(4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid
CAS No.:89371-87-9
Molecular Formula:C₂₁H₂₉N₃O₆
Molecular Weight:419.478
Hs Code.:

Synonyms:(4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid

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Chemical Property of (4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid

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Technology Process of (4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid

There total 12 articles about (4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic 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: 89.0%

: 89371-86-8
benzyl (4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-benzyloxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

: 89371-87-9
(4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid

Guidance literature:: palladium; In methanol;

Reference yield:

: 16503-46-1
2-bromo-4-phenyl butanoic acid

: 89371-87-9
(4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 28percent aq. NH₃ / 168 h / Ambient temperature

3: CoCl₂ / H₂O / 72 h / 37 °C / aminoacylase (from Aspergillus oryzae); pH 7

4: benzene / 6 h / Heating

5: 40.8 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

6: ethyl acetate; diisopropyl ether

7: 94 percent / 15percent HCl/dioxane / Ambient temperature

8: DCC / tetrahydrofuran / Ambient temperature

9: 1) tBuOK / 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min

10: H₂ / Pd / methanol / 2 h / 760 Torr / Ambient temperature

With hydrogenchloride; ammonium hydroxide; potassium tert-butylate; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; methanol; di-isopropyl ether; water; dimethyl sulfoxide; ethyl acetate; benzene;
DOI:10.1021/jm00122a003

Reference yield:

: 1012-05-1
D,L-homophenylalanine

: 89371-87-9
(4S)-1-n-butyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

2: CoCl₂ / H₂O / 72 h / 37 °C / aminoacylase (from Aspergillus oryzae); pH 7

3: benzene / 6 h / Heating

4: 40.8 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

5: ethyl acetate; diisopropyl ether

6: 94 percent / 15percent HCl/dioxane / Ambient temperature

7: DCC / tetrahydrofuran / Ambient temperature

8: 1) tBuOK / 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min

9: H₂ / Pd / methanol / 2 h / 760 Torr / Ambient temperature

With hydrogenchloride; potassium tert-butylate; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; methanol; di-isopropyl ether; water; dimethyl sulfoxide; ethyl acetate; benzene;
DOI:10.1021/jm00122a003