synthesis of 8-hydroxy-6-methoxy- 3-undecylisocoumarin and 2-hy droxy - 4-methoxy-6-(2-oxotridecyl) benzoic acid
نویسندگان
چکیده
straightforward conversion of (+)-6,8-dimethoxy-3,4-dihydro-3- undecylisocoumarin (3) to the title isocoumarin was carried out. hydrolytic ring opening of (3) afforded the hydroxy acid (4) which was immediately oxidized to keto acid (5) using chromic acid, cyclodehydration of (5) afforded the 6,8- dimethoxy-3-undecylisocoumarin (6) which on selective demethylation of 8- methoxy group furnished the title isocoumarin (2). the title keto acid (1, r=h) which was obtained by hydrolytic ring opening of title isocoumarin (2) was esterified to keto ester (1, r=me)
منابع مشابه
SYNTHESIS OF 8-HYDROXY-6-METHOXY- 3-UNDECYLISOCOUMARIN AND 2-HY DROXY - 4-METHOXY-6-(2-OXOTRIDECYL) BENZOIC ACID
Straightforward conversion of (+)-6,8-dimethoxy-3,4-dihydro-3- undecylisocoumarin (3) to the title isocoumarin was carried out. Hydrolytic ring opening of (3) afforded the hydroxy acid (4) which was immediately oxidized to keto acid (5) using chromic acid, Cyclodehydration of (5) afforded the 6,8- dimethoxy-3-undecylisocoumarin (6) which on selective demethylation of 8- methoxy group furni...
متن کاملCrystal structures of 4-methoxy-6-methyl- and 4-hydroxy-6-methyl-2-pyrones.
interesting results because of the regular arrangement of the molecules in the environment.1–3 We previously reported on the photocycloaddition reaction of 4-methoxy-6-methyl-2-pyrone (1a) (Fig. 1) with maleimide (2) in the solid state to give a highly stereoselective [2 + 2] cycloadduct4 owing to the formation of two sets of 1:1 complex crystals between (1a) and (2) (Fig. 1).5 The crystal show...
متن کاملSynthesis and evaluation of 6-hydroxy-7-methoxy-4-chromanone- and chroman-2-carboxamides as antioxidants.
A series of 6-hydroxy-7-methoxy-4-chromanone- (2a-e) and chroman-2-carboxamides (3a-e) were synthesized and their antioxidant activities were evaluated. While compounds 2a-e were less active, compounds 3a-e exhibited more potent inhibition of lipid peroxidation initiated by Fe(2+) and ascorbic acid in rat brain homogenates. Among them, N-arylsubstituted-chroman-2-carboxamides (3d and 3e) exhibi...
متن کاملCrystal and Molecular Structure Studies of Ethyl 4-(4-Hydroxyphenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate and Ethyl 4-(3-Bromophenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate
The crystal and molecular structures of the title compounds, ethyl 4-(4-hydroxyphenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate (I) and ethyl 4-(3-bromophenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate (II), are reported and confirmed by single crystal X-ray diffraction data. Compound (I), C26H24O5, crystallizes from a methanol solution in the monoclinic C2/c ...
متن کاملDesign, synthesis, and biological evaluation of 6-methoxy-2-arylquinolines as potential P-glycoprotein inhibitors
Objective(s): In the present study,a new series of 6-methoxy-2-arylquinoline analogues was designed and synthesized as P-glycoprotein (P-gp) inhibitors using quinine and flavones as the lead compounds. Materials and Methods: The cytotoxic activity of the synthesized compounds was evaluated against two human cancer cell lines including EPG85-257RDB, multidrug-resistant gastric carcinoma cells (P...
متن کاملSynthesis of gefitinib from methyl 3-hydroxy-4-methoxy-benzoate.
This paper reports a novel synthesis of gefitinib starting from methyl 3-hydroxy-4-methoxybenzoate. The process starts with alkylation of the starting material, followed by nitration, reduction, cyclization, chlorination and two successive amination reactions. The intermediates and target molecule were characterized by 1H-NMR, 13C-NMR, MS and the purities of all these compounds were determined ...
متن کاملمنابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
journal of sciences islamic republic of iranجلد ۶، شماره ۱، صفحات ۰-۰
میزبانی شده توسط پلتفرم ابری doprax.com
copyright © 2015-2023