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

Product Name
(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
Formula Weight
352.43
MOL File
72058-36-7.mol
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(5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester Property

Melting point:
190-3°C (dec.).
alpha 
D27 -432° (chloroform)
pka
pKa in 66% DMF: 4.2(at 25℃)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
PXT0002586
Product name
LOCHNERICINE
Purity
95.00%
Packaging
5MG
Price
$498.41
Updated
2021/12/16
Arctom
Product number
CFN97697
Product name
Lochnericine
Purity
≥98%
Packaging
5mg
Price
$488
Updated
2021/12/16
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(5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl ester Chemical Properties,Usage,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 Suppliers

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72058-36-7, (5α,12R,19α)-2,3-Didehydro-6α,7α-epoxyaspidospermidine-3-carboxylic acid methyl esterRelated Search:


  • (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