31816-29-2Relevant academic research and scientific papers
Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents
Burmao?lu, Serdar,Se?inti, Hatice,Mozio?lu, Erkan,G?ren, Ahmet C.,Altunda?, Ramazan,Se?en, Hasan
, p. 878 - 884 (2017)
Four multicaulin and miltirone-like phenanthrene derivatives were synthesised and evaluated as antituberculosis agents. The crucial step of the synthesis was Pschorr coupling of 4-(3-isopropyl-4-methoxyphenyl)-2-(2-aminophenyl)ethane (13) to give 2-isopro
Enantioselective, Lewis Base-Catalyzed Sulfenocyclization of Polyenes
Tao, Zhonglin,Robb, Kevin A.,Zhao, Kuo,Denmark, Scott E.
, p. 3569 - 3573 (2018/03/21)
A sulfenium-ion-initiated, catalytic, enantioselective polyene cyclization is described. Homogeranylarenes and ortho-geranylphenols undergo polycyclization in good yield, diastereoselectivity, and enantioselectivity. The stereodetermining step is the generation of an enantiomerically enriched thiiranium ion from a terminal alkene and a sulfenylating agent in the presence of a chiral Lewis basic catalyst. The use of hexafluoroisopropyl alcohol as the solvent is crucial to obtain good yields. The thioether moiety resulting from the reaction can be subsequently transformed into diverse oxygen and carbon functionality postcyclization. The utility of this method is demonstrated by the enantioselective syntheses of (+)-ferruginol and (+)-hinokiol.
NOVEL 6-5 BICYCIC HETEROCYCLIC DERIVATIVE AND MEDICAL USE THEREOF
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Page/Page column 36, (2009/04/23)
An object of the present invention is to provide a medicament as a thyroid hormone receptor ligand which is sufficient in drug efficacy and safety, and has the excellent action as a drug. The present invention provides a compound represented by the following general formula (I) or a pharmaceutically acceptable salt thereof: [wherein [Chemical Formula 2] is a single bond or a double bond; A is -CH2- or -CO-; X, Y, and Z are each independently a nitrogen atom or a carbon atom; R1 is a hydrogen atom or an aralkyl group; R2 is an alkyl group or an aralkyl group, etc.; R3 is a hydrogen atom or an alkyl group, etc.; R4 is a hydrogen atom or an alkyl group; R5 is a hydrogen atom, an alkyl group or a halo lower alkyl group, etc.; R6 is a hydrogen atom or an alkyl group; R7 is a hydrogen atom, etc.; R8 is a hydrogen atom, or an alkyl group, etc.; and E is -NHCO-G-COR12, etc. (wherein G is a single bond or an alkylene group, and R12 is a hydroxy group or an alkoxy group)].
Approach to the synthesis of candelabrone and synthesis of 3,7-diketo-12-hydroxyabieta-8,11,13-triene
Burnell, Robert H.,Caron, Stephane
, p. 1446 - 1454 (2007/10/02)
An approach to the synthesis of aromatic diterpenes was tested for its generality.Phenylacetonitriles with increasing substitution on the aromatic ring were prepared and alkylated with geranyl bromide and the resulting dienes subjected to cationic cycliza
Synthesis of aromatic diterpenes synthesis of 12-hydroxy-abieta-8,11,13-trien-3,7-dione
Burnell,Caron
, p. 127 - 132 (2007/10/02)
Model studies involving cationic cyclisation of suitable dienes have provided a synthesis of the title compound. Preparation of the dienes from available aromatic starting materials and the modification of the cyclised products are described.
Cyclisation Reactions: Part VI - Further Study in Biogenetic-type Cyclisation of Epoxy-Olefins
Nasipuri, Dhanonjoy,Samaddar, Ashis K.,Das, Gautam
, p. 727 - 734 (2007/10/02)
(6E)-9-p-Methoxyphenyl-2,6-dimethylnona-2,6-diene (I) on mono-epoxidation affords mainly 2,3-epoxyolefin (IV) admixed with some 6,7-isomer.IV on cyclisation with boron trifluoride etherate furnishes three ketones: 7-oxo-9-p-methoxyphenyl-2,6-dimethylnon-2-ene (XIII) presumably formed from 6,7-epoxyolefin (XII), cis-3-(2-p-methoxyphenylethyl)-2,2,4-trimethylcyclohexanone (XIV) arising out of 1,4-hydride transfer in an intermediate cyclohexyl cation (XVII), and cis-3-(2-p-methoxyphenylethyl)-2,3,4-trimethylcyclohexanone (XV) resulting from three consecutive 1,2-H, Me shifts in the same intermediate.In addition, 12-methoxypodocarpa-8,11,13-trien-3β-ol (IX) is obtained in 10 percent yield.The mono-epoxide (V) from the corresponding 3-isopropyl-4-methoxyphenyldiene (II) on similar cyclisation affords, among others, hinokiol methyl ether (X) and another crystalline compound characterised by PMR and MS as 12-methoxy-13-isopropyl-A-homo-4a-oxapodocarpa-8,11,13-trien-3β-ol (XXII).The latter is formed by a concerted cyclisation of the di-epoxide (XXI) present in the starting material.Contrary to a previous report from this laboratory, it is now found that trans-podocarpa-8,11,13-trienes (XXV) are more stable than the cis-isomers and are almost the sole products of cyclisation of 2-(2-arylethyl)-1,3,3-trimethylcyclohexyl cations (XXIV) and their analogues under thermodynamically controlled condition.
