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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726036Generated: November 1, 2026

Triethylamine → 2-{(R)-1-[N-Toluoyl-(3-phthalimido-2-oxo-propyl)amino]-2-methyl-propyl}-3-benzyl-7-chloro-chromen-4-one

https://huagongshe.com/reaction/1726036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Methylbenzoyl chlorideHCID 70276—
Reactant2-[(R)-1-(3-Phthalimido-2-oxo-propylamino)-2-methyl-propyl)-3-benzyl-7-chloro-chromen-4-oneHCID 66755942—
SolventDichloromethaneHCID 6344—
Product2-{(R)-1-[N-Toluoyl-(3-phthalimido-2-oxo-propyl)amino]-2-methyl-propyl}-3-benzyl-7-chloro-chromen-4-oneHCID 6675592890%

Reaction Steps

To 2-[(R)-1-(3-phthalimido-2-oxo-propylamino)-2-methyl-propyl]-3-benzyl-7-chloro-chromen-4-one (0.88 g, 1.5 mMol) in CH2Cl2 (10 mL) was added Et3N (0.23 mL, 1.6 mMol) and toluoyl chloride (0.21 mL, 1.6 mMol). The reaction was stirred at RT for 18 h, concentrated under vacuum, taken up in EtOAc, washed with 1 N HCl, brine, dried (MgSO4) and evaporated to dryness. Purification by flash chromatography) on silica gel (5-15% EtOAc/hexane) followed by trituration with pet. ether, filtration and drying under vacuum gave the title compound (0.89 g, 90%) as a white solid: MS (ES) m/e 661.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491746B2
Source datasetuspto-grants-2009_02
ORD IDord-ac08ac5f30514799ac4fee3188d82a50
Source noteuspto-grants-2009_02