80-63-7Relevant articles and documents
Rutner,Rapun
, p. 65 (1973)
Method for the preparation of compounds
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Paragraph 0106; 0107; 0108; 0109; 0110; 0111; 0112, (2017/04/03)
The invention provides a preparation method of a compound as described in the formula 1. The method comprises the steps of (1) contacting a compound as described in the formula 2 and a compound as described in the formula 3 in the existence of alkali to obtain a compound as described in the formula 4; and (2) directly contacting a reaction product obtained in the step (1) and paraformaldehyde to obtain the compound as described in the formula 1, wherein weak acid is added in the reaction product before the reaction product obtained in the step (1) is in contact with the paraformaldehyde so that the residual alkali in the reaction product can be neutralized. By using the method, the compound as described in the formula 1 can be effectively prepared.
Synthesis and oxidative fragmentation of catharanthine analogs. Comparison to the fragmentation - Coupling of catharanthine and vindoline
Sundberg, Richard J.,Hong, Jian,Smith, Stanton Q.,Sabat, Michal,Tabakovic, Ibro
, p. 6259 - 6292 (2007/10/03)
Two new analogs of catharanthine have been synthesized in racemic form. They differ from catharanthine in the fusion of the indole ring to the non- aromatic portion of the iboga skeleton, with the [2,3] fusion present in catharanthine being replaced by [2,1] and [3,2] fusions. The corresponding deethyl analogs were also and methodological improvements were applied to an existing synthesis of deethylcatharanthine and a formal synthesis of racemic catharanthine. The reactivity of the catharanthine analogs toward coupling with vindoline was examined. Coupling was attempted by both the amine oxide fragmentation (Potier) and Fe3+ methods. Under Potier conditions the [2,1] fused analogs give low yields of coupling products in which vindaline is attached to the 3-position of the indole ring. The [3,2] isomers undergo fragmentation of the C16-C21 bond, as observed for catharanthine, but no coupling to vindoline occurs. The reactivity, oxidation potentials and conformation of the analogs are compared with catharanthine, deethylcatharanthine and N-methylcatharanthine.