A quinolizidine alkaloid
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Product Categories

Product Type

Biochemicals
Natural Products
Alkaloids

(+)-Sparteine

Item No. 36400

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(7R,7aR,14R,14aS)-dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1′,2′-e][1,5]diazocine
CAS Number
492-08-0
Synonyms
  • Pachycarpin
  • Pachycarpine
Molecular Formula
C15H26N2
Formula Weight
234.4
Purity
≥95%
Formulation (Request formulation change)
A neat liquid
Solubility(Learn about Variance in Solubility)
DMF: 11 mg/mlDMSO: 33 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
[H][C@@]1(CN2[C@@]3([H])CCCC2)[C@](CCCC4)([H])N4C[C@@]3([H])C1
InChi Code
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+/m1/s1
InChi Key
SLRCCWJSBJZJBV-TUVASFSCSA-N
Origin
Plant/Parochetus communis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $70

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    1 g

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    5 g

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    Product Description

    (+)-Sparteine is a quinolizidine alkaloid that has been found in Fabaceae.1 It has been used as a chiral ligand in stereoselective lithiation reactions.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. van Wyk, B.-E., and Verdoorn, G.H. Optical rotation of quinolizidine alkaloids: An important variable in chemosystematic studies of Fabaceae. Pl. Syst. Evol. 198(3/4), 267-274 (1995).

    2. McSweeney, C.M., Foley, V.M., and McGlacken, G.P. The asymmetric alkylation of dimethylhydrazones; intermolecular chirality transfer using sparteine as chiral ligand. Chem. Commun. (Camb.) 50(94), 14817-14819 (2014).

    3. Lin, W., Zhang, K.-F., and Baudoin, O. Regiodivergent enantioselective C-H functionalization of Boc-1,3-oxazinanes and application to the synthesis of β2 and β3-amino acids. Nat. Catal. 2(10), 882-888 (2019).