NEOEVONINE

NEOEVONINE structure

CAS No.: 33540-08-8

Chemical Name:: NEOEVONINE

Synonyms: Evorine;Neoevonin;NEOEVONINE;6-O-Deacetylevonine;8,11-Epoxy-9,12-ethano-11,15-methano-11H-[1,8]dioxacycloheptadecino[4,3-b]pyridine-5,17,22-trione, 13,14,21-tris(acetyloxy)-12-[(acetyloxy)methyl]-7,8,9,10,12,13,14,15,18,19-decahydro-10,20-dihydroxy-8,18,19,20-tetramethyl-, (8R,9R,10R,11S,12S,13R,14R,15S,18S,19S,20S,21S)- (9CI)

CBNumber:: CB81426151

Molecular Formula:: C34H41NO16

Molecular Weight:: 719.69

MDL Number:

MOL File:: 33540-08-8.mol

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NEOEVONINE Properties

Melting point	264-SoC
Boiling point	800.1±65.0 °C(Predicted)
Density	1.44±0.1 g/cm3(Predicted)
pka	11.97±0.70(Predicted)

NEOEVONINE Chemical Properties,Uses,Production

Description

A second macrocyclic alkaloid found in Euonymus sieboldiana Blume, this base also crystallizes as colourless crystals and is best purified by recrystallization from EtOH. It is dextrorotatory having [α]_D + 24.9° (c 1.27, CHCI3). The ultraviolet spectrum is very similar to that of the preceding alkaloid with absorp_x0002_tion maxima at 224 and 26S mJi. The structure, as determined from the NMR and mass spectra is virtually identical with that of neoeuonymine, the only difference being the replacement of an acetoxy group with a ketone group in the reduced naphthalene moiety.

References

Sugiura et al., Tetrahedron Lett., 2733 (1971)
Stereochemistry: Wada et al., Tetrahedron Lett., 3131 (1971)

NEOEVONINE Preparation Products And Raw materials

Raw materials

Preparation Products

NEOEVONINE 6-O-Deacetylevonine Evorine Neoevonin 8,11-Epoxy-9,12-ethano-11,15-methano-11H-[1,8]dioxacycloheptadecino[4,3-b]pyridine-5,17,22-trione, 13,14,21-tris(acetyloxy)-12-[(acetyloxy)methyl]-7,8,9,10,12,13,14,15,18,19-decahydro-10,20-dihydroxy-8,18,19,20-tetramethyl-, (8R,9R,10R,11S,12S,13R,14R,15S,18S,19S,20S,21S)- (9CI) 33540-08-8 C34H41016N