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(1R,4S,8R,12S,13S,14R,16S,17R,19R)-14-Hydroxy-7,7,17-trimethyl-2,9,18-trioxo-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadec-19-yl acetate

✍ Scribed by Shi, Hao

Publisher: International Union of Crystallography
Year: 2007
Tongue: English
Weight: 963 KB
Volume: 63
Category: Article
ISSN: 1600-5368
DOI: 10.1107/s1600536807053317

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✦ Synopsis

The title compound, C~22~H~28~O~8~, was prepared from the natural diterpenoid macrocalyxin J by two steps. It is built up from five fused rings: three six-membered rings and two five-membered rings. Two molecules are present in the asymmetric unit; both independent molecules have the same absolute configuration, and the absolute configuration was deduced from the chirality of macrocalyxin A, which was isolated from the same plant (i.e. Rabdosia macrocalyx) as macrocalyxin J. The two molecules are linked by O—H...O hydrogen bonds, building a pseudo-dimer. Further O—H...O hydrogen bonds link these dimers to form a chain parallel to the a axis.

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