tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate

Base Information

• Chemical Name: tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate
• CAS No.: 117605-23-9
• Molecular Formula: C₄H₄O₄*C₂₄H₃₅N₃O₆
• Molecular Weight: 577.632
• Mol file: 117605-23-9.mol

Synonyms:tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate

Chemical Property of tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate

There total 14 articles about tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate 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-bromo-4-phenyl butanoic acid (16503-46-1) → tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate (117605-23-9)

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: SOCl₂

5: 43.6 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

6: ethyl acetate; diisopropyl ether

7: 96 percent / H₂ / Pd / ethanol / 3 h / 760 Torr / 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: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature

With ammonium hydroxide; thionyl chloride; potassium tert-butylate; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; ethanol; di-isopropyl ether; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1021/jm00122a003

Reference yield:

2-(acetylamino)-4-phenylbutanoic acid (5440-40-4) → tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate (117605-23-9)

Guidance literature:

Multi-step reaction with 8 steps

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

2: SOCl₂

3: 43.6 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

4: ethyl acetate; diisopropyl ether

5: 96 percent / H₂ / Pd / ethanol / 3 h / 760 Torr / Ambient temperature

6: DCC / tetrahydrofuran / Ambient temperature

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

8: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature

With thionyl chloride; potassium tert-butylate; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; ethanol; di-isopropyl ether; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1021/jm00122a003

Reference yield:

D-homophenylalanine (943-73-7) → tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate (117605-23-9)

Guidance literature:

Multi-step reaction with 7 steps

1: SOCl₂

2: 43.6 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

3: ethyl acetate; diisopropyl ether

4: 96 percent / H₂ / Pd / ethanol / 3 h / 760 Torr / Ambient temperature

5: DCC / tetrahydrofuran / Ambient temperature

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

7: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature

With thionyl chloride; potassium tert-butylate; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; ethanol; di-isopropyl ether; dimethyl sulfoxide; ethyl acetate;

DOI:10.1021/jm00122a003

upstream raw materials:

tert-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

maleic acid

2-bromo-4-phenyl butanoic acid

D,L-homophenylalanine

Downstream raw materials:

Imidapril hydrochloride

imidapril