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

HRID 1697658

Reaction equation

HRID 1697658 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][C:16]([F:19])=[CH:15][C:14]=2[C:20]([F:23])([F:22])[F:21])(=[O:12])=[O:11])[CH2:7][NH:6]1)=[O:4].[C:24](OC(C)(C)C)(=[O:29])[CH2:25][C:26]([CH3:28])=[O:27]>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[C:20]([F:23])([F:21])[F:22])(=[O:11])=[O:12])[CH2:7][N:6]1[C:24](=[O:29])[CH2:25][C:26](=[O:27])[CH3:28])=[O:4]

Participants

3

Reactant 2

HCID 15538Tert-butyl acetoacetateHCID 66770389HCID 66770389, compound

Product 1

HCID 86646828(2S,4R)-4-(4-Fluoro-2-trifluoromethyl-benzenesulfonyl)-1-(3-oxo-butyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192f, (2S,4R)-4-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester was reacted with tert-butyl acetoacetate to give the title compound as yellow oil. MS (ESI): m/z=440.2 [M+H]+.

Sources & evidence

ORD record
ord-3514efa0e4a449c3b45c7a62e0ce4b41
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Linked notes

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