The structure of quassin
✍ Scribed by Z. Valenta; A.H. Gray; S. Papadopoulos; C. Podešva
- Book ID
- 104249850
- Publisher
- Elsevier Science
- Year
- 1960
- Tongue
- French
- Weight
- 425 KB
- Volume
- 1
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
THE constituents of Quassia amara have been thoroughly investigated by Robertson l-5 . He found that the bitter extract consists of quassin, Cs2H2s06, and Cs2Hs006, which are in a lactone-hemiacetal relationship. Quassin contains two methoxyl groups, at least three Cmethyl groups and no active hydrogen. The infrared (ymax 1745, 1695, 1680, 1640 cm-') and ultraviolet spectra (hax ' E. London, A. Robertson and H. Worthington, J. Chem. \soc. x, 3431.
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The reduction of quassin (3) with sodium borohydride in the presence Of alkali was investigated. The process appeared to be regio-and stereo-selective leading to &, which was utilized for the preparation of Z-epi-castelanolide-methylcthcr (G). The structure of quassfn, \_?\_a, the most famous member