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经验公式(希尔记法):
C19H22N2O
化学文摘社编号:
分子量:
294.39
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-622-3
Beilstein/REAXYS Number:
89690
MDL number:
InChI key
KMPWYEUPVWOPIM-KODHJQJWSA-N
InChI
1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1
SMILES string
O[C@@H]([C@@H]1C[C@@H]2CCN1C[C@@H]2C=C)c3ccnc4ccccc34
assay
96%
form
powder
optical activity
[α]23/D −109.2°, c = 1.5 in ethanol
Quality Level
Gene Information
human ... CYP2D6(1565)
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General description
Cinchonidine is a cinchona alkaloid, which belongs to the orthorhombic crystal system and P212121 space group.
Application
The enantioselective hydrogenation of ethyl pyruvate in the presence of cinchonidine modified platinum/alumina catalyst leads to the enantiomeric excess of ethyl (R)-lactate.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1A
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type N95 (US)
法规信息
涉药品监管产品
此项目有
Blaser HU, et al.
Studies in Surface Science and Catalysis, 67, 147-155 (1991)
Chun-Yin Zhu et al.
Chemical communications (Cambridge, England), (6)(6), 738-740 (2008-05-16)
The reaction of cinchonidine (cinchonine)-derived ammonium salts with nitroolefins in the presence of Cs2CO3 to afford optically active isoxazoline N-oxides with excellent ee and high de values has been developed.
Erik Schmidt et al.
Langmuir : the ACS journal of surfaces and colloids, 23(15), 8087-8093 (2007-06-23)
Cinchona alkaloids are frequently used for chiral modification of supported noble metal catalysts employed in heterogeneous enantioselective hydrogenation. In order to gain molecular insight into the surface processes occurring at the metal/liquid interface, cinchonidine (CD) adsorption on vapor-deposited Rh/Al2O3 films
The alkaloid cinchonidine.
Oleksyn BJ
Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 1832-1834 (1982)
Nobutaka Maeda et al.
Journal of the American Chemical Society, 133(49), 19567-19569 (2011-11-17)
An understanding of the chiral site-substrate interaction is a necessary prerequisite for the rational design and development of efficient heterogeneous asymmetric catalysts. For the enantioselective hydrogenation of α-ketoesters on cinchona-modified platinum, it has earlier been proposed that the crucial interaction
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