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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697596Generated: October 26, 2026

Tert-butyl acetoacetate → (2S,4R)-1-(3-oxo-butyryl)-4-[4-(2,2,2-trifluoro-ethoxy)-2-trifluoromethyl-benzenesulfonyl]-pyrrolidine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1697596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl acetoacetateHCID 15538—
Reactant(2S,4R)-4-(4-Fluoro-2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl EsterHCID 66770389—
Reactant(2S,4R)-4-(4-Fluoro-2-trifluoromethyl-benzenesulfonyl)-1-(3-oxo-butyryl)-pyrrolidine-2-carboxylic Acid Methyl EsterHCID 86646828—
Reactant(2S,4R)-4-[4-(2,2,2-Trifluoro-ethoxy)-2-trifluoromethyl-benzenesulfonyl]-pyrrolidine-2-carboxylic Acid Methyl EsterHCID 86646838—
Product(2S,4R)-1-(3-oxo-butyryl)-4-[4-(2,2,2-trifluoro-ethoxy)-2-trifluoromethyl-benzenesulfonyl]-pyrrolidine-2-carboxylic acid methyl esterHCID 86646840—

Reaction Steps

In analogy to the procedure described in example 192f, (2S,4R)-4-[4-(2,2,2-trifluoro-ethoxy)-2-trifluoromethyl-benzenesulfonyl]-pyrrolidine-2-carboxylic acid methyl ester containing (2S,4R)-4-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester was reacted with tert-butyl acetoacetate to give a mixture of the title compound and (2S,4R)-4-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-1-(3-oxo-butyryl)-pyrrolidine-2-carboxylic acid methyl ester as colorless oil. MS (ESI): m/z=520.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163793B2
Source datasetuspto-grants-2012_04
ORD IDord-d9d0f16222914d1a859401d0b22fd9f0
Source noteuspto-grants-2012_04