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Merck

857270

Sigma-Aldrich

(+)-辛可宁

85%

别名:

辛可宁 单盐酸盐 二水合物

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About This Item

经验公式(希尔记法):
C19H22N2O
CAS号:
分子量:
294.39
Beilstein:
89689
EC號碼:
MDL號碼:
分類程式碼代碼:
12352104
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

85%

形狀

solid

光學活性

[α]23/D +228°, c = 0.5 in ethanol

mp

258-260 °C (lit.)

官能基

hydroxyl

SMILES 字串

[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 密鑰

KMPWYEUPVWOPIM-QAMTZSDWSA-N

一般說明

(+)-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.

應用

(+)-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.

其他說明

残留二氢金鸡宁

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral - Skin Sens. 1A

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 1

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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其他客户在看

Slide 1 of 1

1 of 1

Cinchonine catalyzed diastereo-and enantioselective Michael addition of a-lithiated phosphonates to nitroalkenes.
Rai V, et al.
Tetrahedron Asymmetry, 18(22), 2719-2726 (2007)
Song CE.
Cinchona Alkaloids in Synthesis and Catalysis: Ligands, Immobilization and Organocatalysis, 2-3 (2009)
The molecular and crystal structure of the alkaloid cinchonine.
Oleksyn B, et al.
Acta Crystallographica Section B, Structural Science, 35(2), 440-444 (1979)
Qing Gu et al.
Organic letters, 13(19), 5192-5195 (2011-09-15)
Desymmetrization of cyclohexadienones bearing a bisphenylsulfonyl methylene group via asymmetric Michael reaction catalyzed by cinchonine-derived urea was realized to afford a series of highly enantioenriched polycyclic cyclohexenones in high yields and ee's.
Yu-Hua Liao et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(21), 6679-6687 (2012-04-14)
An asymmetric conjugate addition of 3-monosubstituted oxindoles to a range of (E)-1,4-diaryl-2-buten-1,4-diones, catalyzed by commercially available cinchonine, is described. This organocatalytic asymmetric reaction affords a broad range of 3,3'-disubstituted oxindoles that contain a 1,4-dicarbonyl moiety and vicinal quaternary and tertiary

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