ChemicalBook >> CAS DataBase List >>(5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester

(5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester

CAS No.
72058-36-7
Chemical Name:
(5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester
Synonyms
Lochnericine;(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;Aspidospermidine-3-carboxylic acid, 2,3-didehydro-6,7-epoxy-, methyl ester, (5α,6α,7α,12R,19α)-;(5alpha,6alpha,7alpha,12R,19alpha)-2,3-Didehydro-6,7-epoxyaspidospermidine-3-carboxylic acid methyl ester
CBNumber:
CB42296676
Molecular Formula:
C21H24N2O3
Molecular Weight:
352.43
MDL Number:
MFCD23103728
MOL File:
72058-36-7.mol
Last updated:2023-05-04 17:34:41

(5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester Properties

Melting point 190-3°C (dec.).
alpha D27 -432° (chloroform)
pka pKa in 66% DMF: 4.2(at 25℃)
FDA UNII WY97J4B4AM

(5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation PXT0002586 LOCHNERICINE 95.00% 72058-36-7 5MG $498.41 2021-12-16 Buy
Arctom CFN97697 Lochnericine ≥98% 72058-36-7 5mg $488 2021-12-16 Buy
Product number Packaging Price Buy
PXT0002586 5MG $498.41 Buy
CFN97697 5mg $488 Buy

(5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester Chemical Properties,Uses,Production

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

Raw materials

Preparation Products

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(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)- 72058-36-7