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  • Determination of the Absolute Configuration of a ChiralOxadiazol-3-one Calcium Channel Blocker, Resolved Using ChiralChromatography, via Concerted Density Functional TheoryCalculations of Its Vibrational Circular Dichroism, ElectronicCircular Dichroism, and Optical Rotation
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  • The chiral oxadiazol-3-one 2 has recently been shown to exhibit myocardial calcium entry channel blockingactivity, substantially higher than that of diltiazem. To determine the enantioselectivity of this activity,the enantiomers of 2 have been resolved using chiral chromatography. The absolute configuration (AC)of 2 has been determined by comparison of density functional theory (DFT) calculations of its vibrationalcircular dichroism (VCD) spectrum, electronic circular dichroism (ECD) spectrum, and optical rotation(OR) to experimental VCD, ECD, and OR data. All three chiroptical properties yield identical ACs; theAC of 2 is unambiguously determined to be S(+)/R(−).
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