| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1345368 | Tetrahedron: Asymmetry | 2007 | 7 Pages |
(4S,7R)-(−) and (4S,7S)-(+)-4-isopropylidene-7-methyl-4,5,6,7-tetrahydro-2(1)H-indazoles 2a and 2b have been successfully separated by using HPLC over a Chiralpak AS column as the stationary phase, yielding up to 700 mg of each diastereomer. Their absolute configurations were determined by using vibrational circular dichroism (VCD) studies. This latter method proved not only very useful for determination of the conformers’ distribution, but also for analysis of the 1H,2H tautomers.
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4-Isopropylidene-7-methyl-4,5,6,7-tetrahydro-2(1)H-indazoleC11H16N2[α]D23=-29.5 (c 0.49, CH2Cl2)Absolute configuration: (4S, 7R)
4-Isopropylidene-7-methyl-4,5,6,7-tetrahydro-2(1)H-indazoleC11H16N2[α]D23=+15.8 (c 0.51, CH2Cl2)Absolute configuration: (4S, 7S)
