C. Wattenbach, H. Sippel, U. Müller
Apr 1, 2000
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Journal
Zeitschrift für Kristallographie - New Crystal Structures
Abstract
C19H30O6, monoclinic, P12,1 (No. 4), a = 6.241(1) Â, b = 10.588(1) Â, c = 14.697(1) Â, p = 93.95(1)°, V= 968.9 À , Z = 2, Rgt(F) = 0.044, wRref(F) = 0.100, 7 = 297 K. Source of material Pyridine (238 mg, 3.01 mmol) and (-)-camphanic acid chloride (621 mg, 2.87 mmol) were added at room temperature to a stirred solution of (25,4fl)-2-ferf-butyl-4-hydroxymethyl-4-methyl1,3-dioxolane (500 mg, 2.87 mmol) in 8 ml of THF. The mixture was stirred for 3 h and concentrated to yield 925 mg (91 %) of colourless crystals, mp 373 K. Discussion The crystal structure was determined to establish the relative configuration of the title compound and the absolute configuration of its alcohol moiety. It was prepared from enantiomerically pure (S ) -camphanic acid ch lor ide and (25 ,4 i? ) -2 / er f -buty l 4-hydroxymethyl-4-methyl-l,3-dioxolane, thus fixing the absolute configuration [1], For the structure of a mixed crystal of the (2R,4S) and (25,45) isomers see [2], Table 1. Data collection and handling. Crystal: colourless needle, size 0.18 x 0.33 x 0.93 mm Wavelength: Mo Ka radiation (0.71073 Â) H: 0.89 cm" 1 Diffractometer, scan mode: Enraf Nonius CAD4, to 29max: 50.04° Admeasured, N(hW)Unique: 2681, 1815 Criterion for /0bs, N(hkl)gl: lobs > 2