56437-05-9Relevant academic research and scientific papers
On the influence of the nature of the iron(III) salt catalyst precursor for the preparation of sodium amide
Galy, Nicolas,Doucet, Henri,Santelli, Maurice
, p. 434 - 436 (2011)
Our recent experiments, for the formation of sodium amide from liquid ammonia and sodium metal, revealed the necessity to employ Fe(NO 3)3?9H2O as the catalyst precursor, and not FeCl3. In the presence of FeCl3, we observed several times the ignition of the mixture during the hydrolysis, and the desired product was not obtained.
Identification of fused-ring alkanoic acids with improved pharmacokinetic profiles that Act as G protein-coupled receptor 40/free fatty acid receptor 1 agonists
Negoro, Nobuyuki,Sasaki, Shinobu,Ito, Masahiro,Kitamura, Shuji,Tsujihata, Yoshiyuki,Ito, Ryo,Suzuki, Masami,Takeuchi, Koji,Suzuki, Nobuhiro,Miyazaki, Junichi,Santou, Takashi,Odani, Tomoyuki,Kanzaki, Naoyuki,Funami, Miyuki,Tanaka, Toshimasa,Yasuma, Tsuneo,Momose, Yu
supporting information; experimental part, p. 1538 - 1552 (2012/04/10)
The G protein-coupled receptor 40 (GPR40)/free fatty acid receptor 1 (FFA1) has emerged as an attractive target for a novel insulin secretagogue with glucose dependency. We previously identified phenylpropanoic acid derivative 1 (3-{4-[(2′,6′-dimethylbiphenyl-3-yl)methoxy]-2-fluorophenyl} propanoic acid) as a potent and orally available GPR40/FFA1 agonist; however, 1 exhibited high clearance and low oral bioavailability, which was likely due to its susceptibility to β-oxidation at the phenylpropanoic acid moiety. To identify long-acting compounds, we attempted to block the metabolically labile sites at the phenylpropanoic acid moiety by introducing a fused-ring structure. Various fused-ring alkanoic acids with potent GPR40/FFA1 activities and good PK profiles were produced. Further optimizations of the lipophilic portion and the acidic moiety led to the discovery of dihydrobenzofuran derivative 53 ((6-{[4′-(2-ethoxyethoxy)-2′,6′-dimethylbiphenyl-3-yl]methoxy} -2,3-dihydro-1-benzofuran-3-yl)acetic acid), which acted as a GPR40/FFA1 agonist with in vivo efficacy during an oral glucose tolerance test (OGTT) in rats with impaired glucose tolerance.
Total synthesis of cortistatins A and J
Yamashita, Shuji,Iso, Kentaro,Kitajima, Kazuki,Himuro, Masafumi,Hirama, Masahiro
, p. 2408 - 2425 (2011/06/20)
This paper describes the details of our synthetic studies on the marine steroidal alkaloids cortistatins A and J. The key features of our strategy include (i) an efficient Knoevenagel/electrocyclic strategy to couple the diketone and the CD-ring fragment, (ii) a chemoselective radical cyclization to construct the oxabicyclo[3.2.1]octene B-ring system, (iii) a highly stereocontrolled installation of the isoquinoline unit, and (iv) a late-stage functionalization of the A-ring.
A highly stereoselective synthesis of des-A B-aromatic azasteroids
Trehan, I. R.,Singh, N. P.,Jain, Vinay K.
, p. 484 - 486 (2007/10/02)
An efficient stereoselective synthesis of des-A B-aromatic azasteroid (5) has been achieved by intramolecular Diels-Alder reaction (IMDAR) of the orthoquinodimethane obtained by thermolysis of N--2-methylpropenamide (3).
FORMATION OF SUBSTITUTED BENZOCYCLOBUTENES THROUGH FLASH VACUUM PYROLYSIS
Schiess, Peter,Rutschmann, Suzanne,Toan, Van Vien
, p. 3669 - 3672 (2007/10/02)
Benzocyclobutenes carrying a substituent in the four membered ring are obtained in high yield from 2-methyl benzaldehydes through a reaction sequence involving a pyrolitic 1,4-elimination of HCl in the crucial step.
