(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one
- CAS No.
- 31520-95-3
- Chemical Name:
- (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one
- Synonyms
- Ifflaiamine;(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinolin-4(2H)-one;(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one;(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one;Furo[2,3-b]quinolin-4(2H)-one, 3,9-dihydro-2,3,3,9-tetramethyl-, (-)-
- CBNumber:
- CB12188354
- Molecular Formula:
- C15H17NO2
- Molecular Weight:
- 243.3
- MDL Number:
- MFCD28100647
- MOL File:
- 31520-95-3.mol
- MSDS File:
- SDS
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one price More Price(2)
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Chemical Properties,Uses,Production
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
Raw materials
Preparation Products
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Suppliers
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