| Identification | Back Directory | [Name]
(2R)-3β-Ethyl-1,3,4,6,7,11bβ-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-2α-acetaldehyde | [CAS]
549-91-7 | [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)- | [Molecular Formula]
C19H27NO3 | [MOL File]
549-91-7.mol | [Molecular Weight]
317.42 |
| Hazard Information | Back Directory | [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) |
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