methyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

Base Information

Chemical Name:methyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate
CAS No.:1321614-25-8
Molecular Formula:C₂₁H₂₈F₃N₃O₅
Molecular Weight:459.466
Hs Code.:

Synonyms:methyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

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Chemical Property of methyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

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Technology Process of methyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

There total 6 articles about methyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate 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:

: 1321614-26-9
1-benzyl 2-methyl (2S,4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}pyrrolidine-1,2-dicarboxylate

: 1321614-25-8
methyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

Guidance literature:: With ammonium formate; palladium 10% on activated carbon; In methanol; at 80 ℃; for 2h;

Reference yield:

: 117811-78-6
methyl (2S,4R)-1-benzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylate

: 1321614-25-8
methyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: triphenylphosphine / tetrahydrofuran / 25 °C

2.2: 65 - 70 °C

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

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

With sodium azide; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; 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

: 1321614-25-8
methyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

Guidance literature:: Multi-step reaction with 6 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

With sodium azide; 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;