442666
(+)-(18-冠-6)-2,3,11,12-四羧酸
97%
别名:
(2R,3R,11R,12R)-1,4,7,10,13,16-六氧环十八烷-2,3,11,12-四羧酸
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关于此项目
经验公式（希尔记法）:
C16H24O14
化学文摘社编号:
分子量:
440.35
Beilstein:
4240375
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22
方案
97%
旋光性
[α]20/D +62°, c = 1 in methanol
mp
210-212 °C (lit.)
官能团
carboxylic acid
ether
SMILES字符串
OC(=O)[C@@H]1OCCOCCO[C@H]([C@@H](OCCOCCO[C@H]1C(O)=O)C(O)=O)C(O)=O
InChI
1S/C16H24O14/c17-13(18)9-10(14(19)20)29-7-3-26-4-8-30-12(16(23)24)11(15(21)22)28-6-2-25-1-5-27-9/h9-12H,1-8H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)/t9-,10-,11-,12-/m1/s1
InChI key
FZERLKNAJSFDSQ-DDHJBXDOSA-N
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应用
该冠醚的四羧酸氯化物与邻位和对位亚二甲苯基二胺反应生成高产量的手性封端配体。在毛细管区带电泳中用作手性选择剂，分离不同光学活性的胺。合成单酰胺类化合物。
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
Man-Jeong Paik et al.
Journal of chromatography. A, 1274, 1-5 (2013-01-08)
Chiral crown ethers have been widely used in the resolution of various chiral compounds containing a primary amino group. Covalently bonded chiral stationary phases derived from (18-crown-6)-2,3,11,12-tetracarboxylic acid (18-C-6-TA) were developed in our groups and utilized for the resolution for
Areum Lee et al.
Chirality, 22(7), 693-698 (2009-12-17)
Flecainide, an antiarrythmic agent, and its analogs were resolved on a high performance liquid chromatographic chiral stationary phase (CSP) based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid with the use of a mobile phase consisting of methanol-acetonitrile-trifluoroacetic acid-triethylamine (80/20/0.1/0.3, v/v/v/v). The chiral resolution was
Paola Hurtado et al.
The Journal of chemical physics, 136(11), 114301-114301 (2012-03-27)
The elucidation of the structural requirements for molecular recognition by the crown ether (18-crown-6)-2,3,11,12-tetracarboxylic acid (18c6H(4)) and its cationic complexes constitutes a topic of current fundamental and practical interest in catalysis and analytical sciences. The flexibility of the central ether
István Ilisz et al.
Journal of chromatography. A, 1217(7), 1075-1082 (2009-07-21)
Reversed-phase high-performance liquid chromatographic methods were developed for the separation of enantiomers of eleven unnatural beta(2)-amino acids on a new chiral stationary phase, using the 11-methylene-unit spacer of aminoundecylsilica gel for the bonding of (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid as selector. The nature
Su Jin Lee et al.
Journal of chromatography. A, 1188(2), 318-321 (2008-03-19)
Racemic vigabatrin, an anticonvulsant drug used for the treatment of epilepsy, and its analogue gamma-amino acids were resolved without derivatization on liquid chromatographic chiral stationary phases (CSPs) based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. Between the two CSPs which contain 3 methylene-unit or
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