C80407
辛可尼丁
96%
别名:
金鸡尼丁
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关于此项目
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:
产品名称
辛可尼丁, 96%
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
mp
204-206 °C (lit.)
Quality Level
Gene Information
human ... CYP2D6(1565)
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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.
General description
Cinchonidine is a cinchona alkaloid, which belongs to the orthorhombic crystal system and P212121 space group.
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
The alkaloid cinchonidine.
Oleksyn BJ
Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 1832-1834 (1982)
Blaser HU, et al.
Studies in Surface Science and Catalysis, 67, 147-155 (1991)
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
Arkajyoti Sengupta et al.
The Journal of organic chemistry, 77(23), 10525-10536 (2012-11-17)
Mechanism and the origin of enantioselectivity in the decarboxylative protonation of α-amino malonate hemiester promoted by epicinchona-thiourea hybrid organocatalyst is established by using the DFT(M06-2X/6-311+G**//ONIOM2) computational methods. The origin of stereoselectivity rendered by this hybrid bifunctional catalyst in asymmetric protonation
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.
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