Tert-butyl acetoacetate → (2S,4R)-4-Benzenesulfonyl-1-(3-oxo-butyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697566Notes

Reaction equation

HRID 1697566 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH2:7][NH:6]1)=[O:4].[C:19](OC(C)(C)C)(=[O:24])[CH2:20][C:21]([CH3:23])=[O:22]>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:11])=[O:12])[CH2:7][N:6]1[C:19](=[O:24])[CH2:20][C:21](=[O:22])[CH3:23])=[O:4]

Participants

3

Reactant 2

HCID 15538Tert-butyl acetoacetateHCID 66770723(2S,4R)-4-benzenesulfonyl-pyrrolidine-2-carboxylic acid methyl ester

Product 1

HCID 86646824(2S,4R)-4-Benzenesulfonyl-1-(3-oxo-butyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192f, (2S,4R)-4-benzenesulfonyl-pyrrolidine-2-carboxylic acid methyl ester was reacted with tert-butyl acetoacetate to give the title compound as yellow solid.

Sources & evidence

ORD record
ord-94e27796ee294d9e8656dd1014c08b78
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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