(3α,14S,16α)-14,15-Dihydro-14-hydroxy-20-oxoeburnamenine-14-carboxylic acid methyl ester

CAS No.
6880-35-9
Chemical Name:
(3α,14S,16α)-14,15-Dihydro-14-hydroxy-20-oxoeburnamenine-14-carboxylic acid methyl ester
Synonyms
Vincaminine;(3α,14S,16α)-14,15-Dihydro-14-hydroxy-20-oxoeburnamenine-14-carboxylic acid methyl ester;Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-20-oxo-, methyl ester, (3α,14β,16α)-
CBNumber:
CB52317286
Molecular Formula:
C21H24N2O4
Molecular Weight:
368.43
MDL Number:
MOL File:
6880-35-9.mol

(3α,14S,16α)-14,15-Dihydro-14-hydroxy-20-oxoeburnamenine-14-carboxylic acid methyl ester Properties

Melting point 208-210°C (dec.).

(3α,14S,16α)-14,15-Dihydro-14-hydroxy-20-oxoeburnamenine-14-carboxylic acid methyl ester Chemical Properties,Uses,Production

Description

This minor constituent of Vinca minor has been shown to be 20-oxovincamine. It forms colourless crystals when recrystallized from Me2CO and has [α]D + 29.5° ± 2° (pyridine). The crystalline methiodide has m.p. 222°C (dec.).

References

Trojanek et al., Chem. & Ind., 790 (1961) Trojanek et al., Collect. Czech. Chem. Commun., 27,2801 (1962) Holubek et al., Tetrahedron Lett., 897 (1963)

(3α,14S,16α)-14,15-Dihydro-14-hydroxy-20-oxoeburnamenine-14-carboxylic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

(3α,14S,16α)-14,15-Dihydro-14-hydroxy-20-oxoeburnamenine-14-carboxylic acid methyl ester Vincaminine Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-20-oxo-, methyl ester, (3α,14β,16α)- 6880-35-9