559-51-3 Usage
Description
Kopsinine is an alkaloid base that can be found in Kopsia longijlora. It is purified through crystallization from light petroleum, resulting in colorless crystals. kopsinine exhibits specific optical rotation properties, with [α]23D 76.9° (c 2.09, CHC1 3). Kopsinine can form various derivatives, such as a crystalline dihydrochloride with a melting point of 253-4°C, a monox0002methiodide with a melting point of 265-6°C, and a monopicrate with a melting point of 222-3°C. Its N-formyl derivative is identical to aspidofractine.
Uses
Unfortunately, the provided materials do not include specific applications or uses for kopsinine. However, based on its properties as an alkaloid, it can be inferred that kopsinine may have potential uses in various fields such as pharmaceuticals, agriculture, or chemical research. To provide accurate applications, more information about its uses in different industries would be required.
References
Crow, Michael., Austral. 1. Chem., 8, 129 (1955)
Kump, Schmid., Helv. Chim. Acta, 44, 1503 (1961)
Kump et al., ibid, 45, 854 (1962)
Check Digit Verification of cas no
The CAS Registry Mumber 559-51-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 9 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 559-51:
(5*5)+(4*5)+(3*9)+(2*5)+(1*1)=83
83 % 10 = 3
So 559-51-3 is a valid CAS Registry Number.
InChI:InChI=1/C21H26N2O2/c1-25-17(24)15-13-19-7-4-11-23-12-10-20(18(19)23)14-5-2-3-6-16(14)22-21(15,20)9-8-19/h2-3,5-6,15,18,22H,4,7-13H2,1H3/t15-,18?,19+,20+,21+/m0/s1
559-51-3Relevant articles and documents
Enantioselective Michael/aza-Michael/Cyclization organocascade to tetracyclic spiroindolines: Concise total synthesis of kopsinine and aspidofractine
Wu, Xiaoyu,Huang, Jianbiao,Guo, Beibei,Zhao, Long,Liu, Yong,Chen, Jie,Cao, Weiguo
, p. 3377 - 3382 (2015/02/05)
Kopsinine and related alkaloids are attractive synthetic targets because of their structural complexity and biological activities. An organocatalytic Michael addition/aza-Michael addition/cyclization cascade sequence has been developed for the enantioselective preparation of tetracyclic spiroindolines from 2,3-disubstituted indoles and propargyl aldehyde in moderate to good yields and good to excellent enantioselectivities. The synthetic value of these advanced structures has been demonstrated by the synthesis of kopsinine and related alkaloids. Key steps for the concise synthesis of these alkaloids included an efficient enantioselective construction of tetracyclic spiroindolines bearing a dienamino ester moiety and the organocatalyzed nucleophilic addition of a dienamino ester to acrolein.
Total Synthesis of (-)-Kopsinilam, (-)-Kopsinine, and the Bis-indole Alkaloids (-)-Norpleiomutine and (-)-Pleiomutine
Magnus, Philip,Brown, Peter
, p. 184 - 186 (2007/10/02)
The racemic tetracyclic amine (5) was resolved and converted into (-)-kopsinine (16); subsequent coupling to (-)-eburnamine (2) gave (-)-norpleiomutine (4).
