N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

Base Information

Chemical Name:N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline
CAS No.:1321614-45-2
Molecular Formula:C₃₃H₄₁F₃N₄O₈
Molecular Weight:678.706
Hs Code.:

Synonyms:N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

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Chemical Property of N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

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Technology Process of N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

There total 9 articles about N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline 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:

: 1321614-42-9
methyl N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

: 1321614-45-2
N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

Guidance literature:: methyl N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate; With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 25 ℃; for 1h;

With hydrogenchloride; In water;

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 1321614-45-2
N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / dichloromethane / 12.5 h / 0 - 25 °C

2.1: sodium azide / N,N-dimethyl-formamide / 5 h / 50 - 60 °C

3.1: triphenylphosphine / tetrahydrofuran / 25 °C

3.2: 65 - 70 °C

4.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C

5.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / 80 °C

6.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C

7.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 25 °C

With sodium azide; lithium hydroxide monohydrate; water; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1499-56-5,775275-31-5,790644-51-8,754962-86-2
(R)-4-hydroxy-L-proline ethyl ester

: 1321614-45-2
N-[(1S)-1-carboxy-3-phenylpropyl]-L-alanyl-(4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / dichloromethane / 12.25 h / 25 °C / Inert atmosphere; Cooling

2.1: triethylamine / dichloromethane / 12.5 h / 0 - 25 °C

3.1: sodium azide / N,N-dimethyl-formamide / 5 h / 50 - 60 °C

4.1: triphenylphosphine / tetrahydrofuran / 25 °C

4.2: 65 - 70 °C

5.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C

6.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / 80 °C

7.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C

8.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 25 °C

With sodium azide; lithium hydroxide monohydrate; water; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;