Research Article: 3-Chloro-4-dimethyl­amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one

Date Published: June 01, 2011

Publisher: International Union of Crystallography

Author(s): Xiu-Mei Song, Ning Wang, Zhao-Yang Wang, Zong-Cai Feng.


The title compound, C16H26ClNO3 contains one almost planar furan­one ring [maximum deviation of 0.021 (2) Å for the O atom] with a stereogenic center (S) and one cyclo­hexane ring which displays a chair conformation and has three stereogenic centers [S at the C atom bearing the isopropyl group, R at the C atom attached to the O atom and R at the C atom bearing the methyl group].

Partial Text

For natural products containing a 2(5H)-furan­one subunit, see: Ming et al. (2002 ▶). For biologically active 2(5H)-furan­ones, see: Bailly et al. (2008 ▶). For the synthesis of 2(5H)-furan­ones with substituents in positions 3 and 4, see: Van Oeveren et al. (1994 ▶); For related structures, see: Chen et al. (1995 ▶); Martín & Mateo (1995 ▶); Gawronski et al. (1997 ▶). For the use of benzimidazoles in organic synthesis, see: Mao et al. (2010 ▶). For standard bond lengths, see: Allen et al. (1987 ▶); Orpen et al. (1989 ▶). For the structures of heterosubstituted 2(5H)-furan­ones, see: Gawronski et al. (1997 ▶). For the synthesis and structure of optically pure 5-(l-menth­yloxy)-3,4-dichloro-2(5H)-furan­one, see: Chen & Geng (1993 ▶). For a description of the Cambridge Structural Database, see: Allen (2002 ▶).




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