|
| | (5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester Basic information |
| Product Name: | (5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester | | Synonyms: | (5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester;(5α,6α,7α,12R,19R)-2,3-Didehydro-6,7-epoxyaspidospermidine-3-carboxylic acid methyl ester;Lochnericine;(5alpha,6alpha,7alpha,12R,19alpha)-2,3-Didehydro-6,7-epoxyaspidospermidine-3-carboxylic acid methyl ester;Aspidospermidine-3-carboxylic acid, 2,3-didehydro-6,7-epoxy-, methyl ester, (5α,6α,7α,12R,19α)- | | CAS: | 72058-36-7 | | MF: | C21H24N2O3 | | MW: | 352.43 | | EINECS: | | | Product Categories: | | | Mol File: | 72058-36-7.mol |  |
| | (5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester Chemical Properties |
| Melting point | 190-3°C (dec.). | | alpha | D27 -432° (chloroform) | | pka | pKa in 66% DMF: 4.2(at 25℃) |
| | (5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester Usage And Synthesis |
| Description | One of the numerous alkaloids which have been isolated from Vinca rosea L.
(Syn. Catharanthus roseus G. Don.), this base yields colourless crystals from
MeOH and is strongly laevorotatory with [α]D - 528° (CHCl3) or [α]27D - 432°
(CHCI3). The ultraviolet spectrum of the alkaloid in EtOH shows three absorption maxima at 226, 297 and 327 ffi/.l. The suggested structure contains one
methoxycarbonyl group, an imino group, a bridge ethyl group and an epoxy
ring. The second nitrogen atom is tertiary. | | Definition | ChEBI: Lochnericine is an Aspidosperma alkaloid with molecular formula C21H24N2O3 found in the roots of Madagascar periwinkle (Catharanthus roseus, formerly known as Vinca rosea). It has a role as a plant metabolite. It is a monoterpenoid indole alkaloid, an organic heterohexacyclic compound, a methyl ester, an epoxide and an Aspidosperma alkaloid. It is a conjugate base of a lochnericine(1+). | | References | Nair, Pillay., Tetrahedron, 6,89 (1959)
Gorman et at., J. Amer. Pharm. Assoc., Sci. Ed., 48, 256 (1959)
Moza, Trojanck., Chem. Ind., 1425 (1962)
Mozaetat., Tetrahedron Lett., 2561 (1964) |
| | (5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester Preparation Products And Raw materials |
|
