- Model studies for the total synthesis of 11-demethoxymyrtoidine and myrtoidine
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The Malagasy alkaloids, isolated in the 1990s from Madagascan shrub Strychnos myrtoides, are a family of strychnos alkaloids whose members have been reported to potentiate chloroquine activity against resistant strains of Plasmodium falciparum malaria. 11-Demethoxymyrtoidine, myrtoidine, and malagashanine were identified as the major components of the shrub used by local populations to treat malaria. Herein we report our studies on model systems to construct the EF dihydropyran lactone moiety present in 11-demethoxymyrtoidine and myrtoidine, and initial studies toward the application of these strategies to the total synthesis of these alkaloids.
- Kazerouni, Amaan M.,Mancheno, Danny E.,Blakey, Simon B.
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p. 389 - 403
(2019/08/01)
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- Methyl-methyl -3,4-dihydro -2H-pyran-5-carboxylic acid ester preparation process
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The present invention provides an improved process for the preparation of methyl-methyl-3,4-dihydro-2H-pyran-5-carboxylate of formula (IV), comprising the steps of: (IV) (i) alkylating 1-Bromo-3-chloropropane of formula (I) with Methylacetoacetate of formula (II) to prepare haloketone of formula (VII) in presence of an alcoholic solvent; (I) (II) (VII) (ii) O-alkylating the compound of formula (VII) with sodium methoxide to obtain the desired molecule methyl-methyl-3,4-dihydro-2H-pyran-5-carboxylate of formula (IV) in its crude form; (VII) (IV) (iii) Purifying the content of step (ii) above by fractional distillation to obtain the purified molecule of formula (IV).
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Paragraph 0068; 0069
(2016/10/07)
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- Synthesis of 1-(n-hexyl-5-one)-2-chlorobenzimidazole
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o-Phenylenediamine on condensation with urea gives the known benzimidazolin-2-one, which on reaction with phosphoryl chloride in the presence of catalytic amount of phenol yields the already reported 2- chlorobenzimidazole. The latter on alkylation with 6-chloro-2-hexanone in the presence of K2CO3 in DMF medium, gives the title compound.
- Dubey,Naidu,Anandam,Hemasunder
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p. 1239 - 1242
(2007/10/03)
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