(-)-Sparteine

• CAT Number: M012540
• CAS Number: 90-39-1
• Molecular Formula: C15H26N2
• Molecular Weight: 234.38
• Purity: ≥95%
• Synonyms: L-(-)-SPARTEINE;(-)-LUPINIDINE;LUPINIDINE;(-)-SPARTEINE;SPARTEINE;(-)-spartein;6-beta,7-alpha,9-alpha,11-alpha-pachycarpine;6beta,7alpha,9alpha,11alpha-Pachycarpine
• Target: Disease Research Fields
• Storage: -20°C
• IUPAC Name: (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane
• 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
• InChIKey: SLRCCWJSBJZJBV-ZQDZILKHSA-N
• SMILES: C1CCN2CC3CC(C2C1)CN4C3CCCC4

(–)-Sparteine(CAT: M012540) is a naturally occurring, chiral bicyclic diamine alkaloid extracted primarily from Lupinus species. Renowned for its rigid, sterically defined structure, (–)-Sparteine is extensively used as a chiral ligand and base in asymmetric synthesis, particularly in enantioselective organolithium reactions and transition-metal catalysis. Its unique stereoelectronic properties enable high enantioselectivity and efficiency in the formation of carbon–carbon and carbon–heteroatom bonds. It is a key tool in the development of chiral pharmaceuticals and complex natural products. (–)-Sparteine also finds utility in academic research as a model compound for stereochemical control and mechanistic studies in asymmetric synthesis.