(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one
- Product Name
- (-)-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
- Formula Weight
- 243.3
- MOL File
- 31520-95-3.mol
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Property
- Boiling point:
- 334.5±42.0 °C(Predicted)
- Density
- 1.19±0.1 g/cm3(Predicted)
- pka
- -1.33±0.60(Predicted)
N-Bromosuccinimide Price
- Product number
- AS019861
- Product name
- Ifflaiamine
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $371
- Updated
- 2021/12/16
- Product number
- CD32001674
- Product name
- Ifflaiamine
- Purity
- 95+%
- Packaging
- 5mg
- Price
- $852
- Updated
- 2021/12/16
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Chemical Properties,Usage,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
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