Crystal structures of (±)-1,2:4,5-di-O-isopropylidene-myoinositol and (±)-1,2:5,6-di-O-isopropylidene-myo-inositol: a conformational analysis
✍ Scribed by Sung-Kee Chung; Youngha Ryu; Young-Tae Chang; Dongmok Whang; Kimoon Kim
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- English
- Weight
- 325 KB
- Volume
- 253
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
f )-1,2:4,5-Di-0-isopropylidene-myo-inositol (11, C,2H,0,, crystallises in the mopoclinic space group, C2/c with unit-cell dimensions a = 22.587(3), b = 5.4204(3), and c = 22.174(4) A. (*)_1,2:5,6di-0-isopropylidene-myo-inositol (2), C,,H,O,, cOmtallises in the monoclinic space group, P2, /n with a = 11.543(3), b = 6.860(l), and c = 16.895(4) A. The inositol ring of 1 and 2 has a chair and skew conformation, respectively. Based on the crystalline conformations of 1 and 2, steric and hydrogen bonding features of the hydroxyl groups are discussed.
📜 SIMILAR VOLUMES
The structures of the title compounds (2b and 3) have been investigated in the solid state by X-ray methods. The crystals of 2b are monoclinic, space group P2,, and of 3 orthorhombit, space grtup P2,2,2,. The cell dimensions are: for 2b, a = 9.910(2), b = 11;745W, c = 11.810(3) A, /3 = 97.32(l)"; a
The title compound was isolated by several recrystallisations from a 1:l mixture of diastereomers which was obtained in 75% yield from the reaction of 1,2:3,4-di-O-isopropylidene-c~-D-galactopyranose with epichlorohydrin. The absolute configuration of this isomer (30% yield) was established by X-ray