Allylamines target

The pre-distillates of the vacuum distillation from collector 9 and of vacuum rectification from collector 14 are distilled in a vacuum rectification system similar to the one described above. It is done in order to extract the unreacted allylamine and triethoxysilane, as well as tetraethoxysilane and the target product. 

Since ergosterol is used in the formation of the leishmanial cell membrane, inhibition of ergosterol biosynthesis has been considered as a useful target for chemotherapeutic attack. Allylamines (eg. terbinafine) and imidazole antifungals (eg. ketoconazole) have been found to interfere with different steps in the biosynthetic pathway of C28 sterols in leishmania and fungi. Allylamines inhibit the microsomal squalene 2,3-epoxidase and, therefore, inhibit the synthesis of squalene epoxide, the precursor of lanosterol. Imidazoles, on other hand, inhibit cytochrome P-450 dependent C-14 demethylation of lanosterol leading to decreased or no synthesis of ergosterol [30]. 

Its application to the enantiomers of fluorinated allyl alcohols (see scheme 1) would generate optically active allylamines, a substructure of our targets. Focused on Phe-Gly isosteres 3a (R =CH2Ph, = H) the preparation of the corresponding intermediates is shown in scheme 6. 

Squalene monooxygenase Ergl squalene-epoxidase oxidosqualene synthase Target of G4 inhibitors such as allylamines side target of some amines (G2)... 

Imidazo[l,2-a]pyrimidines have been attractive targets for synthetic chemists due to their interesting biological activities,and some of them have been reached the market, such as the drug divaplon. " Encouraged by the above synthetic methods, MBH acetates 745 as starting materials were used to prepare 6-aryhnethylimidazo[l,2-u]pyrimidin-7-ylamine derivatives 748 (Scheme 4.220). " Products 748 could also be obtained by a one-pot procedure from allylamines 746... 

Most importantly, this reaction demands control of regioselectivity and can also be carried out asymmetrically (Scheme 15.38). Thus, branched imine or linear allylamine products can be selectively prepared. Diastereoselective and enantiose-lective allene hydroamination can also be targeted with advances in enantioselective catalysis using late transition metals being reviewed in Section 15.3.7. 

The Suzuki-Miyaura reaction [26] is a very reliable method for connecting the building blocks. It was of interest to apply it to allylamines in that capacity. We found that hydroboration of the vinyl group can be reliably accomplished with 9-borabicyclo[3.3.1]nonane (9-BBN), even in the presence of further disubsti-tuted double bonds, and the subsequent Suzuki-Miyaura coupling works well [27]. Several targets were addressed with these key reactions [28]. An example is... 

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