(−)-Sparteine sulfate pentahydrate


(−)-Sparteine sulfate salt, Lupinidine sulfate pentahydrate
Empirical Formula (Hill Notation):
C15H26N2 · H2SO4 · 5H2O
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optical activity

[α]25/D −12.4°, c = 1 in ethanol


133-140 °C (lit.)

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InChI key


Certificate of Analysis

Certificate of Origin

Mass spectrometry of metal complexes of bis-quinolizidine alkaloids: EI and ESI mass spectral study of Co(+2), Ni(+2), Cu(+2) and Zn(+2) 2-methylsparteine complexes.
Beata Jasiewicz et al.
Journal of mass spectrometry : JMS, 47(3), 347-351 (2012-03-21)
Jonathan J Gammon et al.
Journal of the American Chemical Society, 132(39), 13922-13927 (2010-09-17)
A systematic study of the asymmetric deprotonation of a dimethyl-substituted phosphine sulfide using organolithium bases in the presence of (-)-sparteine has been carried out. Use of nBuLi and (-)-sparteine in Et(2)O at -78 °C gave trapped adducts in ∼88:12 er...
Andrew R Germain et al.
The Journal of organic chemistry, 76(8), 2577-2584 (2011-03-16)
Enantioselective syntheses of the azaphilone natural products (+)-sclerotiorin and (+)-8-O-methylsclerotiorinamine that possess the natural R-configuration at the quaternary center are reported. The syntheses were accomplished using copper-mediated asymmetric dearomatization employing bis-μ-oxo copper complexes prepared from readily available (+)-sparteine surrogates. Of...
Nattawan Decharin et al.
Journal of the American Chemical Society, 133(34), 13268-13271 (2011-07-28)
(Sp)PdCl(2) [Sp = (-)-sparteine] catalyzes a number of different aerobic oxidation reactions, and reaction of O(2) with a Pd(II)-hydride intermediate, (Sp)Pd(H)Cl (1), is a key step in the proposed catalytic mechanism. Previous computational studies suggest that O(2) inserts into the...
Kyoung Hee Kang et al.
The Journal of organic chemistry, 77(1), 808-812 (2011-12-14)
A novel method for asymmetric synthesis of trans-2,3-disubstituted indolines has been developed. The strategy involves the (-)-sparteine-mediated electrophilic substitution of 2-benzyl N-pivaloylaniline with aromatic or α,β-unsaturated aldehydes and subsequent intramolecular nucleophilic substitution. The simple protocol for two-step process can produce...

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