Received 22 April 2008
The chiral title compound, C22H35NO5SSi, is a precursor of novel furanomycin derivatives. It crystallizes with two molecules in the asymmetric unit; these show different conformations of the silyl substitutent, as indicated by the Si-O-C-C torsion angles of 41.4 (7) and -84.5 (5)° in the two molecules. The anti configuration of the adjacent stereogenic centers is consistent with the Felkin-Anh model. Each of the two crystallographically independent molecules is connected with a neighbouring molecule of the same type via two symmetry-equivalent O-HO hydrogen bonds.
Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL-Plus (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB2724 ).
Anh, N. T. & Eisenstein, O. (1977). Nouv. J. Chim. 1, 61-70.
Chérest, M., Felkin, H. & Prudent, N. (1968). Tetrahedron Lett. 9, 2199-2204.
Deutsch, C., Lipshutz, B. H. & Krause, N. (2008). J. Am. Chem. Soc. In preparation.
Erdsack, J. & Krause, N. (2008). Eur. J. Org. Chem. In preparation.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
Garner, P. & Park, J. M. (1987). J. Org. Chem. 52, 2361-2364.
Hoffmann-Röder, A. & Krause, N. (2001). Org. Lett. 3, 2537-2538.
Kim, G. & Rhee, H. (2000). J. Kor. Chem. Soc. 44, 30-36.
Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands.
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr. and R. M. Sweet, pp. 307-326, New York: Academic Press.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.