RESUMO
The inner-rim functionalization of CTV has been examined by employing Pd-catalyzed benzylic oxidation. The outcome of the oxidation depends upon the solvent and co-oxidants employed. An interesting array of CTV derivatives has been synthesized with a simple change in the conditions.
RESUMO
A series of 21 new amino alcohol fused spirochromone conjugates have been synthesized, characterized with analytical data and evaluated their antimycobacterial activity against Mycobacterium tuberculosis (virulent strain H37Rv) in vitro. Some of the compounds exerted significant inhibition, in particular, compound 4f found to be the most potent derivative exhibiting MIC=3.13 µg/mL.
Assuntos
Amino Álcoois/síntese química , Amino Álcoois/farmacologia , Antituberculosos/síntese química , Antituberculosos/farmacologia , Cromonas/síntese química , Cromonas/farmacologia , Mycobacterium tuberculosis/efeitos dos fármacos , Antibacterianos/farmacologia , Humanos , Testes de Sensibilidade Microbiana , Compostos de Espiro/síntese química , Compostos de Espiro/farmacologia , Relação Estrutura-AtividadeRESUMO
In the absence of conventional hydrogen bonding, the molecules of 4,6-di-O-acetyl-2-O-tosyl-myo-inositol 1,3,5-orthoformate, C(18)H(20)O(10)S, (I), and 4,6-di-O-acetyl-2-O-tosyl-myo-inositol 1,3,5-orthobenzoate, C(24)H(24)O(10)S, (II), are associated via C-H...O interactions. Molecules of (II) are additionally linked via dipolar S=O...C=O contacts. It is interesting to note that the sulfonyl O atom involved in the dipolar S=O...C=O contacts does not take part in any other interaction, indicating the competitive nature of this contact relative to the weak hydrogen-bonding interactions.
Assuntos
Benzoatos/química , Formiatos/química , Inositol/análogos & derivados , Cetonas/química , Cristalografia por Raios X , Ligação de Hidrogênio , Inositol/química , Modelos Moleculares , Estrutura MolecularRESUMO
The asymmetric vinylogous Michael reaction of cyclohexenone/medium and large cyclic enones with 2-silyloxyfuran is still a synthetic challenge. In this report, we have explored 1,4-conjugate addition of an enantioselective chiral, primary diamine catalyzed, 2-silyloxy furan to various cyclic enones and ß-substituted cyclic enones. The reaction provided syn-Michael adducts (cycloalkane connected γ-butenolide) with good yields, diastereo and enantioselectivities. Furthermore, the synthetic potential of these syn-Michael adducts is demonstrated by 1,4-addition of nucleophiles on the butenolide substructure.
Assuntos
Cicloexanonas/química , Furanos/química , Estereoisomerismo , Compostos de Vinila/químicaRESUMO
Diastereomeric mixtures of 2,4(6)-di-O-benzoyl-6(4)-O-[(1S)-10-camphorsulfonyl]-myo-inositol 1,3,5-orthoesters associate in their crystal structures via different geometries of S=O...C=O short contacts, depending upon the substitution. A comparison of the dimeric association in the orthoacetate and orthoformate (solvated) derivatives shows a sheared parallel motif of dipolar S=O...C=O contacts bridging the former, whereas perpendicular S=O...C=O contacts occur in the latter. The title compound, C(32)H(34)O(11)S, is chiral, owing to the presence of the camphor moiety.
Assuntos
Acetatos/química , Compostos de Benzil/química , Compostos Bicíclicos com Pontes/química , Inositol/análogos & derivados , Inositol/química , Cristalografia por Raios X , Modelos Moleculares , Conformação Molecular , EstereoisomerismoRESUMO
The centrosymmetric O-H...O-bonded head-to-head dimers of the title compound, C(21)H(22)O(6), are linked together via bifurcated C-H...O interactions along the a axis and via favourable C-H...pi interactions along the b axis in the crystal structure.