Abstract:
:A short total synthesis of natural isocarbostyril ruprechstyril (3-n-pentyl-6-methoxy-8-hydroxy-1(2H)-isoquinolinone) isolated from Ruprechtia tangarana is reported. 6,8-Dimethoxy-3-pentylisocoumarin obtained by condensation of 3,5-dimethoxyhomophthalic anhydride with hexanoyl chloride was smoothly converted to O-methylruprechstyril by refluxing with methanamide. Regioselective demethylation of the latter using anhydrous aluminium chloride in dichloromethane furnished the ruprechstyril. Complete demethylation to give (6-desmethoxyruprechstyril) was achieved using same reagent in ethanethiol.
journal_name
Nat Prod Resjournal_title
Natural product researchauthors
Saeed Adoi
10.1080/14786419.2012.715292subject
Has Abstractpub_date
2013-01-01 00:00:00pages
1153-8issue
13eissn
1478-6419issn
1478-6427journal_volume
27pub_type
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