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(2R,5R)-Aspidofractinine-1,3β-dicarboxylic acid dimethyl ester

(2R,5R)-Aspidofractinine-1,3β-dicarboxylic acid dimethyl ester Structure
(2R,5R)-Aspidofractinine-1,3β-dicarboxylic acid dimethyl ester structure
CAS No.
559-52-4
Chemical Name:
(2R,5R)-Aspidofractinine-1,3β-dicarboxylic acid dimethyl ester
Synonyms
Pleiocarpine;(2R,5R)-Aspidofractinine-1,3β-dicarboxylic acid dimethyl ester;2,21-Cycloaspidospermidine-1,3-dicarboxylic acid, 1,3-dimethyl ester, (3β,5α,12R,19α)-
CBNumber:
CB62355751
Molecular Formula:
C23H28N2O4
Molecular Weight:
396.49
MDL Number:
MOL File:
559-52-4.mol
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(2R,5R)-Aspidofractinine-1,3β-dicarboxylic acid dimethyl ester Properties

Melting point 142.5°C
Boiling point 526.6±50.0 °C(Predicted)
Density 1.34±0.1 g/cm3(Predicted)
pka 9.11±0.40(Predicted)

(2R,5R)-Aspidofractinine-1,3β-dicarboxylic acid dimethyl ester Chemical Properties,Uses,Production

Description

Also present in the roots of Pleiocarpa rnutica Benth., this alkaloid yields colour-less crystals when recrystallized from EtOH. It is strongly laevorotatory with [α]24D - 151° (c 1.39, CHC13). Two methoxycarbonyl groups are present in the molecule and the base furnishes a crystalline hydrochloride, m.p. 234-5°C (dec.); a perchlorate, m.p. 264-5°C (dec.) and the picrate, m.p. 199-200°C (dec.).

References

Kump, Schmid., Helv. Chim. Acta, 44, 1503 (1961)
Kump et al., ibid, 45,854 (1962)
Le Count, Battersby., J. Chem. Soc., 3245 (1962)

(2R,5R)-Aspidofractinine-1,3β-dicarboxylic acid dimethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

(2R,5R)-Aspidofractinine-1,3β-dicarboxylic acid dimethyl ester Pleiocarpine 2,21-Cycloaspidospermidine-1,3-dicarboxylic acid, 1,3-dimethyl ester, (3β,5α,12R,19α)- 559-52-4