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Chemical structure of (-) Sparteine | 90-39-1
CAS: 90-39-1
SKU: S2281
(-) Sparteine | SKU: S2281
Chemical structure of (-) Sparteine | 90-39-1
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Specifications

AppearanceClear to slightly colored liquid (may appear colorless to light yellow)
Melting Point~30.5 °C
pH of Liquid, Typical (10% soln)Not commonly specified for this organic base (not typically measured)
Specific Gravity Approx~1.02 g/mL at 20–25 °C
OdorCharacteristic organic / alkaloid (typical for sparteine; not formally specified)
ColorColorless to light yellow
Linear FormulaC₁₅H₂₆N₂
IUPAC Name(1S,9S,10S)-7,15-Diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecane
Formula Weight234.38–234.39 g/mol
percent purity≥ 98 % (GC or HPLC typically reported by suppliers)
Physical FormLiquid (organic alkaloid)
Chemical Name or Material(-) Sparteine (quinolizidine alkaloid)
Content / Assay Percent Range≥ 98 % (typical GC purity)

Applications

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Product Description

46937024

(-) Sparteine (CAS 90-39-1) is a natural quinolizidine alkaloid primarily sourced from Lupinus (lupin) species. It is a chiral bicyclic organic compound widely used in chemical research as a chiral ligand in asymmetric synthesis and stereoselective reactions. Structurally, it contains two fused nitrogen-containing rings and is typically supplied as a light yellow to clear liquid at room temperature with a characteristic basic profile.

Synonym : Lupinidine

Safety Information

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FAQs: (-) Sparteine

Sparteine is a naturally occurring alkaloid found in plants like Lupinus. It has a bicyclic structure and is primarily used as a chiral ligand and base in organic and pharmaceutical synthesis.

Sparteine has a rigid, tetracyclic bis-quinolizidine structure with nitrogen atoms that provide basicity and coordination ability. Its unique geometry makes it valuable in asymmetric synthesis and coordination chemistry.

Sparteine is widely used as a chiral ligand in enantioselective synthesis, especially for lithium-based reactions. It also plays a role in developing new pharmaceutical compounds and studying stereoselective catalysis.

Sparteine acts as a chiral auxiliary, guiding the formation of one enantiomer over another during reactions. It’s especially effective in asymmetric deprotonations and organolithium-mediated processes in synthetic chemistry.

Yes, sparteine and its derivatives are explored for antiarrhythmic and neurological effects. While not widely used clinically, its pharmacological activity makes it relevant in preclinical drug discovery studies.