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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
The alkaloid cinchonidine.
Oleksyn BJ
Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 1832-1834 (1982)
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.
Blaser HU, et al.
Studies in Surface Science and Catalysis, 67, 147-155 (1991)
Erik Schmidt et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(7), 2181-2192 (2009-12-30)
The preparation of stable metal nanoparticles requires a strong interaction between the (organic) stabilizer and the metal surface that might alter the catalytic properties. This behavior has been described as "poisoning" since the stabilizer normally decreases the catalytic activity due
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