Title: Drimenin
CAS Registry Number: 2326-89-8
CAS Name: [5aS-(5aa,9ab,9ba)]-5,5a,6,7,8,9,9a,9b-Octahydro-6,6,9a-trimethylnaphtho[1,2-c]furan-1(3H)-one
Molecular Formula: C15H22O2
Molecular Weight: 234.33
Percent Composition: C 76.88%, H 9.46%, O 13.66%
Literature References: From bark of Drimys winteri Forst., Magnoliaceae: Appel, Dohr, Scientia 25, 137 (1958); C.A. 54, 4663f (1960). Structure and stereochemistry: Appel et al., J. Chem. Soc. 1960, 4685. Synthesis: Wenkert, Strike, J. Am. Chem. Soc. 86, 2044 (1964); Yamagawa, et al., Synthesis 1970, 257; M. Jallali-Naini et al., Tetrahedron Lett. 22, 2995 (1981).
Properties: Crystals from methanol and sublimed at 110°/0.1 mm, mp 133°. [a]D -42° (c = 0.76 in benzene); [a]D25 -35.8° (chloroform). Soluble in organic solvents; practically insol in water, acids, bases.
Melting point: mp 133°
Optical Rotation: [a]D -42° (c = 0.76 in benzene); [a]D25 -35.8° (chloroform) |