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Merck
CN

234664

(−)-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:
6160-12-9
Molecular Weight:
422.54
UNSPSC Code:
12352005
PubChem Substance ID:
24854051
MDL number:
MFCD00149333

Key Documents

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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

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 key

WNSDDGBLIALDPB-LIELMIIZSA-N

assay

99%

optical activity

[α]25/D −12.4°, c = 1 in ethanol

mp

133-140 °C (lit.)

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
1404032V
1404032
1404240
06819CJ
U14662

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Amanda C Cutter et al.
Organic letters, 13(15), 3988-3991 (2011-07-13)
Short routes to enantiomerically pure indolizidine and quinolizidine alkaloids have been developed using imino-aldol reactions of enolates derived from phenyl 5-chlorovalerate. High levels of syn selectivity (dr ∼13-16:1) were obtained using lithium enolates of phenyl esters in combination with tert-butylsulfinyl
N E Basova et al.
Zhurnal evoliutsionnoi biokhimii i fiziologii, 48(3), 213-218 (2012-07-26)
Arylsulfoesters and carbonic lupinin esters are studied for the first time as reversible inhibitors of mammalian blood cholinesterases. Studied in detail is sensitivity of cholinesterases to mono- and bislupinin inhibitors in Commander squid individuals from different habitation zones.
N E Basova et al.
Zhurnal evoliutsionnoi biokhimii i fiziologii, 48(1), 8-16 (2012-05-10)
Literature data have been summarized on interaction of cholinesterases of some mammals and arthropods with a group of isomer derivatives of alkaloid lupini and its epimer epilupinin. As substrates of cholinesterases of several mammals there are studied 8 acetates containing
Etienne Airiau et al.
Organic letters, 12(3), 528-531 (2009-12-30)
Short and efficient access to (+)-lupinine and (+)-epiquinamide by means of an unprecedented double hydroformylation of a bis-homoallylic azide followed by a tandem catalytic hydrogenation/reductive bis-amination is reported.
Brian J Anderson et al.
Journal of the American Chemical Society, 132(34), 11872-11874 (2010-08-07)
The kinetics of the Pd[(-)-sparteine]Cl(2) catalyzed oxidation of decene using oxygen as the sole oxidant have been studied in the absence of copper salts and high [Cl(-)]. Saturation kinetics are observed for [decene] as well as a third order dependence
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