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质量水平
检测方案
85%
形式
solid
旋光性
[α]23/D +228°, c = 0.5 in ethanol
mp
258-260 °C (lit.)
SMILES字符串
[H][C@@]12CCN(C[C@H]1C=C)[C@]([H])(C2)[C@@H](O)c3ccnc4ccccc34
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
InChI key
KMPWYEUPVWOPIM-QAMTZSDWSA-N
一般描述
(+)-Cinchonine, one of the alkaloids found in the barks of cinchona tree, is mainly used in the treatment of malaria. It belongs to the monoclinic crystal system and P21 space group. The solubility of cinchonine can be improved by the formation of inclusion complexes with cyclodextrins.
应用
(+)-Cinchonine, in the presence of lithium diisopropylamide (LDA) forms a complex, which can catalyze the asymmetric conjugate addition of benzyl- and alkylphosphonates to aromatic and heteroaromatic nitroalkenes to form the corresponding adducts.
其他说明
残留二氢金鸡宁
警示用语:
Warning
危险声明
危险分类
Acute Tox. 4 Oral - Skin Sens. 1A
WGK
WGK 1
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
The molecular and crystal structure of the alkaloid cinchonine.
Acta Crystallographica Section B, Structural Science, 35(2), 440-444 (1979)
Cinchonine catalyzed diastereo-and enantioselective Michael addition of a-lithiated phosphonates to nitroalkenes.
Tetrahedron Asymmetry, 18(22), 2719-2726 (2007)
Cinchona Alkaloids in Synthesis and Catalysis: Ligands, Immobilization and Organocatalysis, 2-3 (2009)
Journal of chromatography. A, 1218(24), 3763-3770 (2011-05-11)
We designed and synthesized a cinchonine derivative to be used as a novel chiral monomer. It was employed in a dual role of functional monomer and cross-linking monomer, displaying multi-binding sites for the template (S)-ketoprofen. Monodisperse molecularly imprinted core-shell microspheres
Organic & biomolecular chemistry, 5(5), 816-821 (2007-02-23)
The C3-selective enantioselective Michael-type Friedel-Crafts alkylations of indoles with nonchelating alpha,beta-unsaturated alkyl ketones, catalysed by a chiral primary amine derived from natural cinchonine, were investigated. The reactions, in the presence of 30 mol% catalyst, were smoothly conducted at 0 to
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