59871-84-0 Usage
Description
A recent reinvestigation of the alkaloids present in the leaves of Tabernanthe
iboga and T. subsessilis has resulted in the isolation of two new bases, ibophyllidine
and iboxyphylline (q.v.). Ibophyllidine has been obtained as a non-crystallizable
solid having no definite melting point. It is dextrorotatory with a specific rotation
of [cd D + 1340 (c 1.0, CHCI3) and gives an ultraviolet spectrum in EtOH consisting
of absorption maxima at 227,302 and 333 nm. The structure has been deduced
primarily from a study of the ultraviolet and NMR spectra.
References
Khuong-Huu et aZ., Tetrahedron, 32, 2539 (1976)
Check Digit Verification of cas no
The CAS Registry Mumber 59871-84-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,8,7 and 1 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 59871-84:
(7*5)+(6*9)+(5*8)+(4*7)+(3*1)+(2*8)+(1*4)=180
180 % 10 = 0
So 59871-84-0 is a valid CAS Registry Number.
59871-84-0Relevant articles and documents
Enantioselective total synthesis of (+)-ibophyllidine via an asymmetric phosphine-catalyzed [3 + 2] annulation
Andrews, Ian P.,Kwon, Ohyun
, p. 2510 - 2514 (2013/09/12)
In this study we performed the total synthesis of the terpene indole alkaloid (+)-ibophyllidine through a pathway involving asymmetric phosphine catalysis, with our novel l-4-hydroxyproline-derived chiral phosphine mediating the key [3 + 2] annulation. Hydrogenation of the [3 + 2] adduct allowed the rapid formation of the stereochemically dense pyrrolidine ring of (+)-ibophyllidine in excellent yield with exceptionally high levels of both diastereo- and enantioselectivity. We constructed the remainder of the pentacyclic skeleton through an intramolecular alkylation and an intramolecular aza-Morita-Baylis-Hillman reaction. The Royal Society of Chemistry 2012.
