2β-(1-Hydroxy-1-methylethyl)-4-methoxy-2,3-dihydrofuro[2,3-b]quinoline
![2β-(1-Hydroxy-1-methylethyl)-4-methoxy-2,3-dihydrofuro[2,3-b]quinoline Structure](CAS/20180808/GIF/2824-86-4.gif)
- CAS No.
- 2824-86-4
- Chemical Name:
- 2β-(1-Hydroxy-1-methylethyl)-4-methoxy-2,3-dihydrofuro[2,3-b]quinoline
- Synonyms
- Platydesmine;[(R),+]-Platydesmine;2β-(1-Hydroxy-1-methylethyl)-4-methoxy-2,3-dihydrofuro[2,3-b]quinoline;(2R)-2,3-Dihydro-4-methoxy-α,α-dimethylfuro[2,3-b]quinoline-2-methanol
- CBNumber:
- CB32173163
- Molecular Formula:
- C15H17NO3
- Molecular Weight:
- 259.30038
- MDL Number:
- MOL File:
- 2824-86-4.mol
2β-(1-Hydroxy-1-methylethyl)-4-methoxy-2,3-dihydrofuro[2,3-b]quinoline Chemical Properties,Uses,Production
Description
This furoquinoline alkaloid was first isolated from Platydesma campanulata Mann and subsequently found in Geijera salicifolia Schott. It crystallizes from C6H6-light petroleum in white needles and has [α]25D + 43° (CHCl3). The ultraviolet spectrum in EtOH contains several absorption maxima at 229.3, 238.1, 253.5,262.3,272,283,307.2 and 320.5 mJ.l. with a shoulder at 294.5 mil. The methiodide forms colourless plates from EtOH, m.p. 1 62-4°C and the picrate has m.p. 107-9°C after softening at 93°C. The optically inactive base, obtained as prisms from a mixture of MeOH and isopropyl ether, melts at 137 -SoC and gives a picrate melting over a very wide temperature range from 96-l22°C.
Definition
ChEBI: Platydesmine is an organonitrogen heterocyclic compound, an oxacycle and an organic heterotricyclic compound.
References
Werner, Schuer., Tetrahedron, 19, 1293 (1963)
Bowman, Grundon., Chem. Commun., 334 (1965)
Bowman, Grundon.,J. Chem. Soc., C, 1504 (1966)
Johns, Lamberton., Austral. J. Chem., 19,1991 (1966)
Boyd, Grunson., Tetrahedron Lett., 2637 (1967)