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234664

Sigma-Aldrich

(−)-Sparteine sulfate pentahydrate

99%

Synonym(s):

(−)-Sparteine sulfate salt, Lupinidine sulfate pentahydrate

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About This Item

Empirical Formula (Hill Notation):
C15H26N2 · H2SO4 · 5H2O
CAS Number:
Molecular Weight:
422.54
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

Assay

99%

optical activity

[α]25/D −12.4°, c = 1 in ethanol

mp

133-140 °C (lit.)

SMILES string

O.O.O.O.O.OS(O)(=O)=O.C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@H]34)[C@@H]2C1

InChI

1S/C15H26N2.H2O4S.5H2O/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4;;;;;/h12-15H,1-11H2;(H2,1,2,3,4);5*1H2/t12-,13-,14-,15+;;;;;;/m0....../s1

InChI key

WNSDDGBLIALDPB-LIELMIIZSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Deyong Su et al.
The Journal of organic chemistry, 76(1), 188-194 (2010-12-03)
Total synthesis of (+)-epilupinine was accomplished in nine steps and in 48% overall yield, in which INOC was used as the key step for the construction of the quinolizidine skeleton. We found that it was an extremely difficult task to
Antonio G De Crisci et al.
Dalton transactions (Cambridge, England : 2003), 39(11), 2888-2902 (2010-03-05)
A cationic rhodium-sparteine complex, [((-)-sparteine)Rh(eta(4)-COD)](+) (1(+); COD = 1,5-cyclooctadiene) was obtained, isolated as its tetrafluoroborate salt (1BF(4)), and characterized using X-ray crystallography and multinuclear ((1)H, (13)C) NMR spectroscopy. This is the first structurally characterized sparteine complex of rhodium. The Rh-N
Michael Tait et al.
Organic letters, 15(1), 34-37 (2012-12-21)
In the presence of (-)-sparteine or a (+)-sparteine surrogate, organolithiums add to N-alkenyl-N'-arylureas to give benzylic organolithiums in an enantioselective manner. Under the influence of DMPU, these organolithiums undergo rearrangement with migration of the N'-aryl ring from N to C
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
Yuu Shibano et al.
Chemical & pharmaceutical bulletin, 59(2), 249-253 (2011-02-08)
We studied the detection of drug-metabolizing enzyme inhibitiors using column-switching high performance liquid chromatography with tris(2,2'-bipyridine)ruthenium(II) (Ru(bpy)(3)(2+))-electrogenerated chemiluminescence detection. This can be applied to evaluate the genetic diversity concerning the ability of cytochrome P450 (CYP) 2D6 to metabolize drug in

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