(S)-2-[(R)-1-(1-Carbamoyl-cyclohexyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(S)-2-[(R)-1-(1-Carbamoyl-cyclohexyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
CAS No.:223648-53-1
Molecular Formula:C₂₄H₃₂N₄O₅
Molecular Weight:456.542
Hs Code.:

Synonyms:(S)-2-[(R)-1-(1-Carbamoyl-cyclohexyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

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Chemical Property of (S)-2-[(R)-1-(1-Carbamoyl-cyclohexyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

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Technology Process of (S)-2-[(R)-1-(1-Carbamoyl-cyclohexyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

There total 6 articles about (S)-2-[(R)-1-(1-Carbamoyl-cyclohexyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester 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: 50.0%

: 1-((R)-3-Amino-2-oxo-pyrrolidin-1-yl)-cyclohexanecarboxylic acid amide; hydrochloride

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 223648-53-1
(S)-2-[(R)-1-(1-Carbamoyl-cyclohexyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; for 48h;
DOI:10.1021/jm980656r

Reference yield:

: 115951-16-1
1-tert-butoxycarbonylaminocyclohexanecarboxylic acid

: 223648-53-1
(S)-2-[(R)-1-(1-Carbamoyl-cyclohexyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: EDC*HCl, HOBt, NH₃, NEt₃

2: 4N HCl/dioxane / Ambient temperature

3: 61 percent / bromotris(pyrrolidino)phosphonium haxafluorophosphate, DMAP, diisopropylethylamine / CH₂Cl₂ / 48 h

4: 1.) MeI, 2.) NaH / 1.) DMF, 1 d, 2.) DMF, CH₂Cl₂, 0 deg C, 2 h

5: 4N HCl/dioxane / Ambient temperature

6: 50 percent / bromotris(pyrrolidino)phosphonium haxafluorophosphate, DMAP, diisopropylethylamine / CH₂Cl₂ / 48 h

With hydrogenchloride; dmap; ammonia; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; methyl iodide; In dichloromethane;
DOI:10.1021/jm980656r

Reference yield:

: 1-Amino-cyclohexanecarboxylic acid amide; hydrochloride

: 223648-53-1
(S)-2-[(R)-1-(1-Carbamoyl-cyclohexyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / bromotris(pyrrolidino)phosphonium haxafluorophosphate, DMAP, diisopropylethylamine / CH₂Cl₂ / 48 h

2: 1.) MeI, 2.) NaH / 1.) DMF, 1 d, 2.) DMF, CH₂Cl₂, 0 deg C, 2 h

3: 4N HCl/dioxane / Ambient temperature

4: 50 percent / bromotris(pyrrolidino)phosphonium haxafluorophosphate, DMAP, diisopropylethylamine / CH₂Cl₂ / 48 h

With hydrogenchloride; dmap; sodium hydride; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; methyl iodide; In dichloromethane;
DOI:10.1021/jm980656r