A total synthesis of the naturally occurring pyrrolo[2,3-]pyrimidine nucleoside, mycalisine A
A total synthesis of mycalisine A has been accomplished by a multi-step procedure from toyocamycin.
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Cited by (14)
A total synthesis of mycalisine A
2013, Chinese Chemical LettersCitation Excerpt :As part of our continuing effort in the synthesis of bioactive marine nucleosides [5–8], we report an efficient total synthesis mycalisine A in the present paper. Until now, only one synthesis of mycalisine A has been reported, which used regioselective methylation of toyocamicin 2 as the key step (Fig. 1 route a) [9]. This poor regioselective methylation of the extraordinarily expensive toyocamicin makes this strategy impracticable.
Novel heterocyclic β-nitroenamines-based on a one-pot three-component reaction: A facile synthesis of fully substituted 1H-pyrrolo[1,2-a]-fused-1,3- diazaheterocycles
2010, TetrahedronCitation Excerpt :Naturally occurring mycalisine A, cadeguomycin, and 2-deoxycadeguomycin10,11 also posses a pyrrolo[2,3-a]pyrimidine moiety. A number of pyrrolopyrimidine derivatives structurally related to toyocamycin, sangivamycin, and the seco nucleosides of tubercidin have antiviral activity.12,13 The diazepine nucleus is a pharmacophoric scaffold and many diazepines have recently received great attention, because of their wide range of therapeutic and pharmacological properties.
Bicyclic 5-6 Systems: Three Heteroatoms 1:2
1996, Comprehensive Heterocyclic Chemistry II: A Review of the Literature 1982-1995