4926. Imperialine
Nomenclature
CAS number: 18059-10-4
3,20-Dihydroxycevan-6-one; raddeamine; sipeimine. C27H43NO3; mol wt 429.64.
C 75.48%, H 10.09%, N 3.26%, O 11.17%.
Description and references
Isolation from bulb of Fritillaria imperialis L., Liliaceae: Fragner, Ber. 21, 3284 (1888); Boit, ibid. 87, 472 (1954); from Petilium eduardi: Shakirov et al., C.A. 60, 13280h (1964). Identity with sipeimine and raddeamine: Chu et al., C.A. 53, 7503e (1959); Nurridinov, Yunusov, C.A. 57, 15165h (1962). Structure: Nuriddinov et al., Khim. Prir. Soedin. 3, 316 (1967); C.A. 68, 69168g (1968). Prepn of the β-d-glucopyranoside: Shakirov et al., C.A. 63, 1858e (1965). Isolation and structure of the β-d-glucopyranoside: eidem, C.A. 63, 3007f (1965). Absolute configuration: S. It et al., Tetrahedron Lett. 1976, 3161.
Properties
Prisms from methanol, mp 267°. [α]D22 38.5° (c = 1.5 in chloroform).Derivative
β-d-Glucopyranoside.Nomenclature
Edpetiline.C33H53NO8; mol wt 591.78.
C 66.98%, H 9.03%, N 2.37%, O 21.63%.