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| | (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Basic information |
| Product Name: | (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one | | Synonyms: | (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one;Ifflaiamine;(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinolin-4(2H)-one;Furo[2,3-b]quinolin-4(2H)-one, 3,9-dihydro-2,3,3,9-tetramethyl-, (-)-;(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one | | CAS: | 31520-95-3 | | MF: | C15H17NO2 | | MW: | 243.3 | | EINECS: | | | Product Categories: | | | Mol File: | 31520-95-3.mol | ![(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Structure](CAS/GIF/31520-95-3.gif) |
| | (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Chemical Properties |
| Boiling point | 334.5±42.0 °C(Predicted) | | density | 1.19±0.1 g/cm3(Predicted) | | pka | -1.33±0.60(Predicted) |
| | (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Usage And Synthesis |
| Description | This furanoquinoline alkaloid has been obtained from the bark of the Australian
tree Flindersia ifflaiana. It is obtained in the form of a colourless gum which
cannot be crystallized. The alkaloid is laevorotatory with [α]29D~~9 - 0.6° or
[α]29D~~o - 3.6° (c 8.0, MeOH). From aqueous solvents, a crystalline hydrate is
formed, m.p. 62-3°C. The ultraviolet spectrum in MeOH shows absorption
maxima at 215, 236, 309 and 320 mil with a shoulder at 251 and an inflexion at
298 mil. A yellow crystalline picrate is known, m.p. 207-9°C. The probable
structure obtained from infrared and NMR spectra, and dependent upon analogy with other alkaloids of this type, has been confirmed by the total synthesis of
the (±)-form, m.p. 128-9°C. | | References | Bosson et al., Austral. 1. Chem., 16, 480 (1963)
Total syn thesis:
Chamberlain, Grundon., Tetrahedron Lett., 3547 (1967) |
| | (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Preparation Products And Raw materials |
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