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

Base Information

Chemical Name:tert-butyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate
CAS No.:1321614-27-0
Molecular Formula:C₂₄H₃₄F₃N₃O₅
Molecular Weight:501.546
Hs Code.:

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

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

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

There total 8 articles about tert-butyl (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: 62.0%

: 1321614-28-1
1-benzyl 2-tert-butyl (2S,4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}pyrrolidine-1,2-dicarboxylate

: 1321614-27-0
tert-butyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

Guidance literature:: With palladium on activated charcoal; ammonium formate; In methanol;
DOI:10.1016/j.bmcl.2017.04.036

Reference yield:

: 322398-80-1
N-benzyloxycarbonyl-4-cis-amino-L-proline tert-butyl ester

: 1321614-27-0
tert-butyl (4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate

Guidance literature:: Multi-step reaction with 2 steps

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

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

With ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium 10% on activated carbon; In methanol; N,N-dimethyl-formamide;

Reference yield:

: 13504-85-3
(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

: 1321614-27-0
tert-butyl (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: potassium carbonate / benzyltrimethylammonium chloride / N,N-dimethyl acetamide / 12 h / 50 - 55 °C / Industry scale

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: 3 h / Reflux

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; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; palladium 10% on activated carbon; benzyltrimethylammonium chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;