4684-32-6 Usage
Description
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester is an Alstonia alkaloid obtained from A. scholaris R. Br. and also occurs in Rauwolfia vornitora. It has a specific rotation of [α]D 47° (CHCI3) and exhibits distinct ultraviolet absorption maxima in both neutral and acidic solutions. The molecule contains a methoxycarbonyl group, an alkyl group, and an ether bridge.
Uses
Used in Pharmaceutical Industry:
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester is used as a pharmaceutical compound for its potential therapeutic properties. The presence of a methoxycarbonyl group, an alkyl group, and an ether bridge in its structure may contribute to its biological activity and medicinal applications.
Used in Chemical Research:
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester is also used in chemical research to study the structure-activity relationships of Alstonia alkaloids and their potential applications in various fields, such as drug discovery and development.
References
Preparation:
Britten, Smith.,J. Chern. Soc., 3850 (1963)
Isolation:
Chatterjee et al., Tetrahedron Lett., 3633 (1965)
Check Digit Verification of cas no
The CAS Registry Mumber 4684-32-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,8 and 4 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 4684-32:
(6*4)+(5*6)+(4*8)+(3*4)+(2*3)+(1*2)=106
106 % 10 = 6
So 4684-32-6 is a valid CAS Registry Number.
InChI:InChI=1/C20H22N2O3/c1-3-11-10-22-15-8-12(11)17(18(23)24-2)19-9-16(22)25-20(15,19)21-14-7-5-4-6-13(14)19/h3-7,12,15-17,21H,8-10H2,1-2H3/b11-3-/t12-,15-,16-,17?,19-,20-/m0/s1
4684-32-6Relevant articles and documents
Total Synthesis of (-)-Picrinine, (-)-Scholarisine C, and (+)-5-β-Methoxyaspidophylline
Zou, Peng,Yang, Hongjian,Wei, Jian,Wang, Taimin,Zhai, Hongbin
, p. 6836 - 6840 (2021)
The first asymmetric total synthesis of three picrinine-type akuammiline alkaloids, (-)-picrinine, (-)-scholarisine C, and (+)-5-β-methoxyaspidophylline, has been accomplished. The synthesis features an efficient acid-promoted oxo-bridge ring-opening and further carbonyl O-cyclization to assemble the furoindoline scaffold, an unusual Dauben-Michno oxidation to construct the requisite α,β-unsaturated aldehyde functionality, and a nickel-mediated reductive Heck reaction to forge the [3.3.1]-azabicyclic core.
