(S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; compound with (Z)-but-2-enedioic acid

Base Information

• Chemical Name: (S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; compound with (Z)-but-2-enedioic acid
• CAS No.: 117560-18-6
• Molecular Formula: C₄H₄O₄*C₃₆H₄₁N₃O₈
• Molecular Weight: 759.81
• Mol file: 117560-18-6.mol

Synonyms:(S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; compound with (Z)-but-2-enedioic acid

Chemical Property of (S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; compound with (Z)-but-2-enedioic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; compound with (Z)-but-2-enedioic acid

There total 13 articles about (S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; compound with (Z)-but-2-enedioic 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:

2-bromo-4-phenyl butanoic acid (16503-46-1) → (S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; compound with (Z)-but-2-enedioic acid (117560-18-6)

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

With hydrogenchloride; ammonium hydroxide; potassium tert-butylate; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; di-isopropyl ether; water; dimethyl sulfoxide; ethyl acetate; benzene;

DOI:10.1021/jm00122a003

Reference yield:

D,L-homophenylalanine (1012-05-1) → (S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; compound with (Z)-but-2-enedioic acid (117560-18-6)

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

With hydrogenchloride; potassium tert-butylate; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; di-isopropyl ether; water; dimethyl sulfoxide; ethyl acetate; benzene;

DOI:10.1021/jm00122a003

Reference yield:

2-(acetylamino)-4-phenylbutanoic acid (5440-40-4) → (S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester; compound with (Z)-but-2-enedioic acid (117560-18-6)

Guidance literature:

Multi-step reaction with 8 steps

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

2: benzene / 6 h / Heating

3: 40.8 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

4: ethyl acetate; diisopropyl ether

5: 94 percent / 15percent HCl/dioxane / 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 hydrogenchloride; potassium tert-butylate; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; di-isopropyl ether; water; dimethyl sulfoxide; ethyl acetate; benzene;

DOI:10.1021/jm00122a003

upstream raw materials:

maleic acid

(S)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester

2-bromo-4-phenyl butanoic acid

D,L-homophenylalanine

Downstream raw materials:

(S)-3-[(S)-2-((S)-1-Carboxy-3-phenyl-propylamino)-propionyl]-2-oxo-imidazolidine-4-carboxylic acid

Refernces