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Cat. No.: HY-W012185A

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(-)-Sparteine hydroiodide

Name: (-)-Sparteine hydroiodide
Brand: MedChemExpress
SKU: HY-W012185A
Availability: PreOrder

(Synonyms: (-)-Lupinidine hydroiodide)

(-)-Sparteine hydroiodide ((-)-Lupinidine hydroiodide) is a chiral proton base and catalytic promoter. (-)-Sparteine hydroiodide promotes the enantioselective carbolithiation of cinnamyl derivatives with primary and secondary organolithium reagents. (-)-Sparteine hydroiodide forms mixed aggregates with lithium halides. As an exogenous chiral base, (-)-Sparteine hydroiodide deprotonates palladium-bound secondary alcohols, promotes the formation of palladium-alkoxide species, and alters the rate-limiting step of the catalytic cycle, thereby affecting reaction rate and enantioselectivity.

For research use only. We do not sell to patients.

CAS No.: 352224-02-3
Formula: C₁₅H₂₇IN₂
Molecular Weight:362.29

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (284 KB)

(-)-Sparteine hydroiodide Chemical Structure

CAS No.: 352224-02-3

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Biological Activity
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Chemical Information
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Biological Activity

Description

In Vitro

(-)-Sparteine hydroiodide promotes the enantioselective carbolithiation of various cinnamyl derivatives (including alcohol, ether, amine and homoallylic alcohol derivatives) with primary and secondary alkyllithiums^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS No. 352224-02-3
Molecular Weight 362.29
Formula C₁₅H₂₇IN₂
SMILES

[H][C@@]1(CN2CCCC[C@]32[H])C[C@@]3([H])CN4CCCC[C@@]14[H].I
Synonyms

(-)-Lupinidine hydroiodide
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (284 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Klein, Sophie, et al. Asymmetric carbolithiation of cinnamyl derivatives in the presence of (-)-sparteine." Journal of the American Chemical Society 117.34 (1995): 8853-8854.

[2]. Mueller JA, et al. Mechanistic investigations of the palladium-catalyzed aerobic oxidative kinetic resolution of secondary alcohols using (-)-sparteine. Journal of the American Chemical Society. 2003 Jun 11;125(23):7005-13.

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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