(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

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Chemical Name:(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
CAS No.:134816-22-1
Molecular Formula:C₂₇H₃₆N₂O₇
Molecular Weight:500.592
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 10 articles about (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 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: 97.0%

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

: 134816-21-0
(5S)-1-((2S)-2-hydroxy-isovaleryl)-2-oxo-4-methoxy-5-benzyl-3-pyrroline

: 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

Guidance literature:: With dmap; Isopropenyl chloroformate; triethylamine; In dichloromethane; 1.) -5 deg C, 30 min, 2.) RT, 4 h;
DOI:10.1021/jm970800t

Reference yield:

: 134816-20-9
(5S)-1-<(2S)-O-tert-butyldimethylsilyl-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / TFA / CH₂Cl₂ / 3 h / 25 °C

2: 92 percent / 2-chloro-1,3-dimethyl-2-imidazolinium hexafluorophosphate, DMAP, DIEA / CH₂Cl₂ / 10 h / 25 °C

With dmap; 2-chloro-1,3-dimethyl-2-imidazolinium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo981055a

Reference yield:

: 142350-56-9
(S)-5-Benzyl-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryl]-4-hydroxy-1,5-dihydro-pyrrol-2-one

: 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

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / potassium carbonate / tetrahydrofuran / 18 h

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

3: 92 percent / DCCI, 4-pyrrolidinopyridine / CH₂Cl₂ / Ambient temperature

With potassium carbonate; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)89562-4