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(–)-Sparteine – CAS 90-39-1

(–)-Sparteine – CAS 90-39-1 -1 is provided by SigutLabs (Prague, Czech Republic).

Purity (LC-MS)

min 98%

Package contents

(–)-Sparteine

This compound is for research use only. We do not sell to patients.

Amount

1 g	€ 400	Stock
5 g	€ 1000	Stock
25 g	€ 3000	Stock
Do you want custom amount?			Custom amount

Amount

1 g

€ 400

Stock

5 g

€ 1000

Stock

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Characterisation

CAS: 90-39-1

IUPAC name: (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.0^2,7.0^10,15]heptadecane

Other names: Sparteine; Lupinidine; Lupinidin;

Molecular weight: 234.38 g/mol

Molecular formula: C₁₅H₂₆N₂

InChI: InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m0/s1

Description

Elevate your asymmetric synthesis with (-)-Sparteine, a naturally occurring quinolizidine alkaloid sourced from the Scotch broom plant (Cytisus scoparius). Renowned in the organic chemistry community, this versatile compound serves as a cornerstone for researchers seeking high enantioselectivity in complex reactions.

Key Applications

Chiral Ligand: Widely used in organometallic chemistry, particularly as a ligand for lithium, magnesium, and zinc reagents to induce asymmetry.
Asymmetric Synthesis: Essential for the enantioselective deprotonation of N-Boc protected amines and various organolithium transformations.
Alkaloid Research: Acts as a fundamental building block and reference standard in the study of quinolizidine alkaloids and pharmacology.

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Payment

Payment terms 30 days net
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References

Firth, J. D., Canipa, S. J., Ferris, L., & O’Brien, P. (2018). Gram‐scale synthesis of the (−)‐sparteine surrogate and (−)‐sparteine. Angewandte Chemie International Edition, 57(1), 223-226.
Hoppe, D., & Hense, T. (1997). Enantioselective synthesis with Lithium/(−)‐Sparteine carbanion pairs. Angewandte Chemie International Edition in English, 36(21), 2282-2316.
Villalpando-Vargas, F., & Medina-Ceja, L. (2016). Sparteine as an anticonvulsant drug: Evidence and possible mechanism of action. Seizure, 39, 49-55.