N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate

Base Information

Chemical Name:N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate
CAS No.:89371-34-6
Molecular Formula:C₁₉H₂₄N₂O₆
Molecular Weight:376.409
Hs Code.:

Synonyms:N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate

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Chemical Property of N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate

Chemical Property:

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Technology Process of N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate

There total 17 articles about N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate 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: 86.0%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 82717-96-2,122076-80-6
[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine

: 89371-34-6
N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate

Guidance literature:: With sodium hydrogencarbonate; chlorophosphoric acid diphenyl ester; In acetone; at 50 ℃; for 1h;
DOI:10.1016/S0040-4020(98)00084-2

Reference yield:

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

: 89371-34-6
N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

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

: 89371-34-6
(S)-2-[(R)-1-(2,5-Dioxo-pyrrolidin-1-yloxycarbonyl)-ethylamino]-4-phenyl-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 8 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: 27.8 percent / K₂CO₃ / dimethylsulfoxide / 30 h / Ambient temperature

6: ethanolic HCl

7: 95.1 percent / H₂ / Pd / ethanol / 3 h / 760 Torr / Ambient temperature

8: DCC / tetrahydrofuran / Ambient temperature

With hydrogenchloride; ammonium hydroxide; thionyl chloride; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide;
DOI:10.1021/jm00122a003