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

Base Information

Chemical Name:1-benzyl 2-tert-butyl (2S,4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}pyrrolidine-1,2-dicarboxylate
CAS No.:1321614-28-1
Molecular Formula:C₃₂H₄₀F₃N₃O₇
Molecular Weight:635.681
Hs Code.:

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

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

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

There total 7 articles about 1-benzyl 2-tert-butyl (2S,4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}pyrrolidine-1,2-dicarboxylate 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: 72.0%

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

: 486460-00-8,922178-94-7
(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid

: 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

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2017.04.036

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

With sodium azide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; benzyltrimethylammonium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 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

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydrogencarbonate / 1,4-dioxane; water / 12.25 h / 25 °C / Inert atmosphere; Cooling

2.1: potassium carbonate / benzyltrimethylammonium chloride / N,N-dimethyl acetamide / 12 h / 50 - 55 °C / Industry scale

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

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

5.1: triphenylphosphine / tetrahydrofuran / 25 °C

5.2: 3 h / Reflux

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

With sodium azide; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; benzyltrimethylammonium chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;