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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180408Generated: November 1, 2026

Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → Methyl (2S)-2-[(4-bromophenyl)(4-fluorophenyl)methoxy]-4-methylpentanoate

https://huagongshe.com/reaction/1180408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
ReactantMethyl (2S)-2-hydroxy-4-methylpentanoateHCID 9989388—
Reactant(4-Bromophenyl)(4-fluorophenyl)methyl 2,2,2-trichloroethanimidoateHCID 69472473—
CatalystSodium BicarbonateHCID 516892—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductMethyl (2S)-2-[(4-bromophenyl)(4-fluorophenyl)methoxy]-4-methylpentanoateHCID 86605383—

Reaction Steps

To a solution of the (4-bromophenyl)(4-fluorophenyl)methyl 2,2,2-trichloroethanimidoate of step 2 (1.18 mmol, 500 mg) in CH2Cl2 (5 mL) was added L-leucic acid methyl ester 2 (1.18 mmol, 146 mg) and then camphor sulfonic acid (0.12 mmol, 27 mg). The mixture was stirred at r.t. for 18 h. A few drops of saturated NaHCO3 was added, The mixture was diluted with ether and filtered. The filtrate was concentrated under reduced pressure and the crude product was chromatographed to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279478B2
Source datasetuspto-grants-2007_10
ORD IDord-7e0ae0b52a3745daa262016d1d34d347
Source noteuspto-grants-2007_10