(5α,12β,19α)-2,3-Didehydro-8α-[(2β,5α,12β,19α)-1-demethyl-6β,7β-epoxyvallesamidin-15-yl]-6β,7β-epoxyaspidospermidine-3-carboxylic acid methyl ester

CAS No.
52659-53-7
Chemical Name:
(5α,12β,19α)-2,3-Didehydro-8α-[(2β,5α,12β,19α)-1-demethyl-6β,7β-epoxyvallesamidin-15-yl]-6β,7β-epoxyaspidospermidine-3-carboxylic acid methyl ester
Synonyms
Criophylline;(5α,12β,19α)-2,3-Didehydro-8α-[(2β,5α,12β,19α)-1-demethyl-6β,7β-epoxyvallesamidin-15-yl]-6β,7β-epoxyaspidospermidine-3-carboxylic acid methyl ester;Aspidospermidine-3-carboxylic acid, 2,3-didehydro-6,7-epoxy-8-[(1aR,5aS,10aR,10bS,12aS,12bS)-12a-ethyl-1a,4,5,5a,10,10b,11,12,12a,12b-decahydro-2H-cyclopent[ij]indolo[2,3-a]oxireno[g]quinolizin-7-yl]-, methyl ester, (5α,6β,7β,8α,12R,19α)- (9CI)
CBNumber:
CB92287206
Molecular Formula:
C40H46N4O4
Molecular Weight:
646.82
MDL Number:
MOL File:
52659-53-7.mol

(5α,12β,19α)-2,3-Didehydro-8α-[(2β,5α,12β,19α)-1-demethyl-6β,7β-epoxyvallesamidin-15-yl]-6β,7β-epoxyaspidospermidine-3-carboxylic acid methyl ester Properties

Melting point 278-280°C (dec.).

(5α,12β,19α)-2,3-Didehydro-8α-[(2β,5α,12β,19α)-1-demethyl-6β,7β-epoxyvallesamidin-15-yl]-6β,7β-epoxyaspidospermidine-3-carboxylic acid methyl ester Chemical Properties,Uses,Production

Description

This alkaloid occurs in the leaves of Crioeeras dipladeniiflorus. It has a specific rotation of [α]22D- 176° (c 1.04, CHCI3) and gives an ultraviolet spectrum in EtOH having absorption maxima at 214, 257, 299 and 327 nm with a shoulder at 228 nm.

References

Bruneton, Bouquet, Cave., Phytochem., 13, 1963 (1974)

(5α,12β,19α)-2,3-Didehydro-8α-[(2β,5α,12β,19α)-1-demethyl-6β,7β-epoxyvallesamidin-15-yl]-6β,7β-epoxyaspidospermidine-3-carboxylic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

(5α,12β,19α)-2,3-Didehydro-8α-[(2β,5α,12β,19α)-1-demethyl-6β,7β-epoxyvallesamidin-15-yl]-6β,7β-epoxyaspidospermidine-3-carboxylic acid methyl ester Criophylline Aspidospermidine-3-carboxylic acid, 2,3-didehydro-6,7-epoxy-8-[(1aR,5aS,10aR,10bS,12aS,12bS)-12a-ethyl-1a,4,5,5a,10,10b,11,12,12a,12b-decahydro-2H-cyclopent[ij]indolo[2,3-a]oxireno[g]quinolizin-7-yl]-, methyl ester, (5α,6β,7β,8α,12R,19α)- (9CI) 52659-53-7 C40H46N4O4