(2R)-3β-Ethyl-1,3,4,6,7,11bβ-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-2α-acetaldehyde
![(2R)-3β-Ethyl-1,3,4,6,7,11bβ-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-2α-acetaldehyde Structure](CAS/20180808/GIF/549-91-7.gif)
- CAS No.
- 549-91-7
- Chemical Name:
- (2R)-3β-Ethyl-1,3,4,6,7,11bβ-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-2α-acetaldehyde
- Synonyms
- Protoemetine;(2R)-3β-Ethyl-1,3,4,6,7,11bβ-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-2α-acetaldehyde;2H-Benzo[a]quinolizine-2-acetaldehyde, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-, (2R,3R,11bS)-
- CBNumber:
- CB22195090
- Molecular Formula:
- C19H27NO3
- Molecular Weight:
- 317.42
- MDL Number:
- MOL File:
- 549-91-7.mol
(2R)-3β-Ethyl-1,3,4,6,7,11bβ-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-2α-acetaldehyde Chemical Properties,Uses,Production
Description
An oily base obtained from the bark of Cephaelis Ipecacuanha (Brot) A. Rich, the alkaloid is characterized as the perchlorate which forms crystals of the monohydrate from aqueous EtOH, m.p. 140-2°C or 193-5°C (dry). This salt has [α]D - 10.9° (c 3.13, EtOH) and gives an ultraviolet spectrum in ethanol with two absorption maxima at 232 and 283 mJ1. The base contains a formylmethyl group and yields a crystalline semicarbazone, m.p. 168-9°C. The optically inactive base has been synthesized and is also a colourless oil, giving a semicarbazone, m.p. 185-6°C.
Definition
ChEBI: Protoemetine is a member of isoquinolines.
References
Battersby, Davidson, Harper.,J. Chem. Soc., 1744 (1959)
Battersby, Harper., ibid, 1748 (1959)
Synthesis:
Santay, Toke, Kolonits., J. Org. Chem., 31, 1447 (1966)