(S)-Pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

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Chemical Name:(S)-Pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester
CAS No.:160811-53-0
Molecular Formula:C₂₂H₂₈N₂O₅
Molecular Weight:400.475
Hs Code.:

Synonyms:(S)-Pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

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Chemical Property of (S)-Pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

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Technology Process of (S)-Pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

There total 8 articles about (S)-Pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl 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: 100.0%

: 134816-22-1
(S)-Pyrrolidine-1,2-dicarboxylic acid 2-[(S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl] ester 1-tert-butyl ester

: 160811-53-0
(S)-Pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 1h;
DOI:10.1016/S0040-4020(01)89562-4

Reference yield:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 160811-53-0
(S)-Pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / Et₃N, 4-(dimethylamino)pyridine, isopropenyl chlorocarbonate / CH₂Cl₂ / 1.) -5 deg C, 30 min, 2.) RT, 4 h

2: TFA / 0.5 h

With dmap; Isopropenyl chloroformate; triethylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm970800t

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 160811-53-0
(S)-Pyrrolidine-2-carboxylic acid (S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 61 percent / 4-methylmorpholine, diethyl phosphorocyanidate / CH₂Cl₂ / 2 h / 0 °C

2: 87 percent / imidazole / dimethylformamide / 18 h / 40 °C

3: 90 percent / sodium hydroxide / ethanol; H₂O / 0.5 h / Ambient temperature

4: 1.) 4-dimethylaminopyridine / 1.) CH₂Cl₂, 2 h, -10 degC then allowed to rise to 0 degC and 0 degC, 2 h; 2.) toluene, reflux, 1 h

5: 68 percent / potassium carbonate / tetrahydrofuran / 18 h

6: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h

7: 92 percent / DCCI, 4-pyrrolidinopyridine / CH₂Cl₂ / Ambient temperature

8: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h

With 4-methyl-morpholine; 1H-imidazole; dmap; sodium hydroxide; diethyl cyanophosphonate; potassium carbonate; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89562-4