benzyl (4S)-1-benzyl-3-{(2S)-[N-((1S)-1-ethoxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

Base Information

Chemical Name:benzyl (4S)-1-benzyl-3-{(2S)-[N-((1S)-1-ethoxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate
CAS No.:89384-27-0
Molecular Formula:C₃₃H₄₅N₃O₆
Molecular Weight:579.737
Hs Code.:

Synonyms:benzyl (4S)-1-benzyl-3-{(2S)-[N-((1S)-1-ethoxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

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Chemical Property of benzyl (4S)-1-benzyl-3-{(2S)-[N-((1S)-1-ethoxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

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Technology Process of benzyl (4S)-1-benzyl-3-{(2S)-[N-((1S)-1-ethoxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

There total 12 articles about benzyl (4S)-1-benzyl-3-{(2S)-[N-((1S)-1-ethoxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate 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:

: 84277-81-6
L-2-aminodecanoic acid

: 89384-27-0
benzyl (4S)-1-benzyl-3-{(2S)-[N-((1S)-1-ethoxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂

2: 36.7 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

3: ethyl acetate; diisopropyl ether

4: 83.3 percent / 15percent HCl/dioxane / Ambient temperature

5: DCC / tetrahydrofuran / Ambient temperature

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

With hydrogenchloride; thionyl chloride; potassium tert-butylate; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; di-isopropyl ether; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/jm00122a003

Reference yield:

: 17702-88-4
rac-2-aminodecanoic acid

: 89384-27-0
benzyl (4S)-1-benzyl-3-{(2S)-[N-((1S)-1-ethoxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 92.1 percent

2: 47.5 percent / CoCl₂ / H₂O / 72 h / 37 °C / aminoacylase (from Aspergillus oryzae); pH 7

3: SOCl₂

4: 36.7 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

5: ethyl acetate; diisopropyl ether

6: 83.3 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

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

Reference yield:

: 2623-95-2
2-bromodecanoic acid

: 89384-27-0
benzyl (4S)-1-benzyl-3-{(2S)-[N-((1S)-1-ethoxycarbonyl-n-nonyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: 62.9 percent / 28percent aq. NH₃ / 168 h / Ambient temperature

2: 92.1 percent

3: 47.5 percent / CoCl₂ / H₂O / 72 h / 37 °C / aminoacylase (from Aspergillus oryzae); pH 7

4: SOCl₂

5: 36.7 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

6: ethyl acetate; diisopropyl ether

7: 83.3 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

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