109327-83-5Relevant academic research and scientific papers
Synthesis of substituted α-tetralones and substituted 1-naphthols via regioselective ring expansion of 1-acyl-1-indanol skeleton
Yang, Te-Fang,Wang, Kuan-Yu,Li, Hsuan-Wei,Tseng, Yang-Chan,Lien, Tai-Chen
, p. 585 - 588 (2012/02/01)
Substituted 1-acyl-1-indanols were prepared using the corresponding readily commercially available substituted indanones as starting materials. Treatment of each 1-acyl-1-indanol derivative with sodium methoxide in hot methanol furnished a regiospecific 2-hydroxy-α-tetralone derivative, which was an α-keto rearrangement product. Each substituted 2-hydroxy-α-tetralone then underwent dehydration to afford the corresponding 1-naphthol derivative.
Analogues of Acifran: Agonists of the high and low affinity niacin receptors, GPR109a and GPR109b
Jung, Jae-Kyu,Johnson, Benjamin R.,Duong, Tracy,Decaire, Marc,Uy, Jane,Gharbaoui, Tawfik,Boatman, P. Douglas,Sage, Carleton R.,Chen, Ruoping,Richman, Jeremy G.,Connolly, Daniel T.,Semple, Graeme
, p. 1445 - 1448 (2007/10/03)
Recently identified GPCRs, GPR109a and GPR109b, the high and low affinity receptors for niacin, may represent good targets for the development of HDL elevating drugs for the treatment of atherosclerosis. Acifran, an agonist of both receptors, has been tested in human subjects, yet until recently very few analogs had been reported. We describe a series of acifran analogs prepared using newly developed synthetic pathways and evaluated as agonists for GPR109a and GPR109b, resulting in identification of compounds with improved activity at these receptors.
Electroreductive acylation of aromatic ketones with acylimidazoles
Kise, Naoki,Agui, Syun,Morimoto, Shinji,Ueda, Nasuo
, p. 9407 - 9410 (2007/10/03)
The intermolecular reductive coupling of aromatic ketones with acylimidazoles was effected by electroreduction in the presence of chlorotrimethylsilane and gave α-trimethylsiloxy ketones and esters. The best result was obtained using Bu4NPF6 as a supporting electrolyte and a Pb cathode in THF. The α-trimethylsiloxy-containing products were transformed to the corresponding α-hydroxy ketones and esters by treatment with TBAF in THF. This method was also effective for the intramolecular reductive coupling of δ- and ε-keto acylimidazoles.
Ring-C Aromatic Steroids. Part 5. C-17 Hydroxylation and Side-chain Degradation of 18-Nor-17α(H)-and-17β(H)-pregna-4,8,11,13-tetraene-3,20-dione. X-Ray Structure of 17β-Hydroxy-18-nor-17β(H)-pregna-4,8,11,13-tetraene-3,20-dione
Burden, Peter M.,Cheung, H. T. Andrew,Watson, Thomas R.,Ferguson, George,Seymour, Patricia F.
, p. 169 - 172 (2007/10/02)
The procedure for 17-hydroxylation of pregnan-20-ones using oxygen, butoxyde, and triethyl phosphite was extended to steroid analogues with aromatic C-rings, viz. 18-nor-17α(H)-and-17β(H)-pregna-4,8,11,13-tetraene-3,20-dione (and to 1-acetylindan).At temperatures higher than that we adopted (-50 degC), side-chain cleavage to give the 17-ketone (or equivalent) became prominent.Results of an X-ray crystallographic study on one of the two 17-epimeric C-aromatic products, 17β-hydroxy-18-nor-17β(H)-pregna-4,8,11,13-tetraene-3,20-dione, are presented.The crystals are orthorhombic, space group P212121, with four molecules in a cell of dimensions a=9.643(3), b=17.043(4), c=10.015(3) Angstroem.The structure was solved by direct methods and refined by full-matrix least-squares calculations; R=0.059 for 1219 observed reflections.Ring A has a 1α,2β-half-chair conformation, ring B is in a 5α,6β-half-chair conformation, aromatic ring C is planar, and ring D is a C(16)β-envelope.Molecules are linked to form infinite chains by intermolecular O-HO hydrogen bonds O 2.801(4) Angstroem>.
