Synthesis of new di- and tri-norlabdane compounds with 2-amino-1,3-thiazole units
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BLAJA, Svetlana. Synthesis of new di- and tri-norlabdane compounds with 2-amino-1,3-thiazole units. In: Chemistry Journal of Moldova, 2019, nr. 2(14), pp. 72-78. ISSN 1857-1727. DOI: https://doi.org/10.19261/cjm.2019.609
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Chemistry Journal of Moldova
Numărul 2(14) / 2019 / ISSN 1857-1727 /ISSNe 2345-1688

Synthesis of new di- and tri-norlabdane compounds with 2-amino-1,3-thiazole units

DOI:https://doi.org/10.19261/cjm.2019.609
CZU: 542.06:547:615.1

Pag. 72-78

Blaja Svetlana
 
Institute of Chemistry
 
 
Disponibil în IBN: 1 ianuarie 2020


Rezumat

The present paper reports the synthesis of new hybrid terpeno-heterocyclic compounds belonging to di- and tri-norlabdane series. Starting from natural labdane diterpenoide (-)-sclareol, via its intermediates 8α-hydroxy-15,16-dinorlabd-13-one and sclareolide, two di-norlabdane and three tri-norlabdane, previously unreported compounds possessing 2-amino-1,3-thiazole structural units were obtained in three and four steps, respectively, with acceptable to good overall yields. The structures of newly obtained compounds were confirmed by means of spectral IR, 1H and 13C NMR analyses. It can be assumed that the synthesized compounds possess potential biological activity due to the presence of the heterocyclic unit. Additionally, the mechanism of 2-amino-1,3-thiazole ring formation is proposed.

Cuvinte-cheie
synthesis, di-norlabdane, tri-norlabdane, 2-amino-1, 3-thiazole, cyclization reaction