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

ABSTRACT: The title compound, C(20)H(33)ClN(2)O(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 1-ethyl-piperazine in the presence of potassium fluoride. The mol-ecular structure contains an approximately planar five-membered furan-one ring [maximum atomic deviation = 0.024?(2)?Å] and two six-membered rings adopting chair conformations. Weak inter-molecular C-H?O hydrogen bonding is present in the crystal structure.

SUBMITTER: Fu JH

PROVIDER: S-EPMC3007345 | biostudies-literature | 2010 Jul

REPOSITORIES: biostudies-literature

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(S)-3-Chloro-4-(4-ethyl-piperazin-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 Yang Kai K Mao Chao-Xu CX

Acta crystallographica. Section E, Structure reports online 20100714 Pt 8

The title compound, C(20)H(33)ClN(2)O(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 1-ethyl-piperazine in the presence of potassium fluoride. The mol-ecular structure contains an approximately planar five-membered furan-one ring [maximum atomic deviation = 0.024 (2) Å] and two six-membered rings adopting chair conformations. Weak inter-molecular C-H⋯O hydrogen bonding is present in the crystal structure. ...[more]

PMID: 21588333

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