4076. Fichtelite
Nomenclature
CAS number: 2221-95-6
[1S-(1α,4aα,4bβ,7β,8aα,10aβ)]-Tetradecahydro-1,4a-dimethyl-7-(1-methylethyl)phenanthrene; 18-norabietane. C19H34; mol wt 262.47.
C 86.94%, H 13.06%.
Description and references
From decayed wood of conifers: Bromeis, Ann. Pharm. 37, 304 (1841). Structure: L. Ruzicka, E. Waldmann, Helv. Chim. Acta 18, 611 (1935); Crowfoot, J. Chem. Soc. 1938, 1241. Stereochemistry: Burgstahler, Marx, Tetrahedron Lett. 1964, 3333. Synthesis from abietic acid: Jensen, Johnson, J. Org. Chem. 32, 2045 (1967); Burgstahler, Marx, ibid. 34, 1562 (1969). Synthesis of dl-form: Johnson et al., J. Am. Chem. Soc. 88, 3859 (1966); 90, 5872 (1968); D. F. Taber, S. A. Saleh, ibid. 102, 5085 (1980).
