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(5S)-3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

ABSTRACT: The title compound, C(18)H(26)ClNO(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of 3,4-dichloro-5-(S)-(l-menth-yloxy)furan-2(5H)-one and 2,5-di-hydro-1H-pyrrole in the presence of potassium fluoride. In the mol-ecule, the nearly planar dihydro-pyrrole ring [maximum atomic deviation = 0.019?(3)?Å] is oriented at a dihedral angle of 10.73?(8)° to the the nearly planar furan-one ring [maximum atomic deviation = 0.011?(2)?Å]; the cyclo-hexane ring adopts a chair conformation. In the crystal, mol-ecules are linked via weak inter-molecular C-H?O hydrogen bonds, forming supra-molecular chains running along the b axis.

SUBMITTER: Fu JH 

PROVIDER: S-EPMC3050327 | biostudies-literature | 2010 Dec

REPOSITORIES: biostudies-literature

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(5S)-3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Fu Jian-Hua JH   Wang Zhao-Yang ZY   Xue Fu-Ling FL   Huo Jing-Pei JP  

Acta crystallographica. Section E, Structure reports online 20101211 Pt 1

The title compound, C(18)H(26)ClNO(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of 3,4-dichloro-5-(S)-(l-menth-yloxy)furan-2(5H)-one and 2,5-di-hydro-1H-pyrrole in the presence of potassium fluoride. In the mol-ecule, the nearly planar dihydro-pyrrole ring [maximum atomic deviation = 0.019 (3) Å] is oriented at a dihedral angle of 10.73 (8)° to the the nearly planar furan-one ring [maximum atomic deviation = 0.011 (2) Å]; the cyclo-hexane ring adopts a chair con  ...[more]

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