90124-15-5Relevant academic research and scientific papers
First Synthesis and Characterization of Stereoisomers of Choleretic Drug Dihydroxydibutylether
Yue, Qiming,Zhao, Yi,Sun, Baohou,Hai, Li,Guo, Li,Wu, Yong
, p. 1145 - 1152 (2015/11/02)
Dihydroxydibutylether (DHBE) is a choleretic drug used for the treatment of gallstone and hepatic disorders due to its choleretic activity and hepatoprotective action. The drug is a mixture of three regioisomers. The main regioisomer 3-(3-hydroxylbutoxy)-
Synthesis of N-butyl side chain hydroxylated metabolites of roxifiban, a platelet glycoprotein IIB/IIIA receptor antagonist
Sun, Jung-Hui,Emmett, George C.,Hytrek, Janice L.,Yan, Jia-Sheng,Tabaka-Blom, A. Christine,Teleha, Christopher A.
, p. 1585 - 1599 (2007/10/03)
Syntheses of three n-butyl side chain hydroxylated metabolites of Roxifiban (5, 6a and 6b) are reported. Initial use of benzyl as hydroxyl protecting group gave poor yield during its removal by catalytic hydrogenation, due to complication from N-O cleavage of the isoxazoline. This problem was eliminated by the use of TBDMS as the hydroxyl protecting group. The chemical structures of these metabolites as well as the intermediates have been fully characterized.
Synthesis and structure of linear and cyclic oligomers of 3- hydroxybutanoic acid with specific sequences of (R)- and (S)-configurations
Bachmann, Beat M.,Seebach, Dieter
, p. 2430 - 2461 (2007/10/03)
To study the stereoselectivity of enzymatic cleavage of poly(3- hydroxybutyrates) (PHB) in a well-defined system (purified depolymerase and monodisperse substrate of specific relative configuration), linear and cyclic oligomers of HB (OHBs) containing (R)- and (S)-3-hydroxybutanoate residues were synthesized. The starting material (R)-HB was prepared from natural sPHB, and (S)-HB by enantioselective reduction of 3- oxobutanoate with yeast or with H2/Noyori-Taber catalyst (Scheme2). The HB building blocks were then prolected (O-benzyl/tert-butyl ester; Scheme 3) and coupled to give dimers 3, 4, tetramers 5-9, and octamers 10-18; for analytical comparison, a 3mer, 5mer, 6mer, and 7mer (19-22) were also prepared. Two of the tetramers were subjected to macrolactonization conditions (Yamaguchi) to give the cyclic tetramers 23 and 25 and octamers 24 and 26. All new compounds were fully characterized (m.p., [α](D), CD, IR, 1H- and 13C-NMR, MS, elemental analysis). Single-crystal X-ray structure analyses were performed with oligolides 24 and 25 (Figs. 2 and 4), and the structures, as well as the crystal packing, were compared with those of analogs containing only (R)-HB units or consisting of 3-amino- instead of 3-hydroxybutanoic-acid moieties.
Die Struktur von Maitotoxin - I: Konfiguration der C1-C14-Seitenkette
Sasaki, Makoto,Matsumori, Nobuaki,Maruyama, Takahiro,Nonomura, Taro,Murata, Michio,et al.
, p. 1782 - 1785 (2007/10/03)
Keywords: Konfigurationsbestimmung; Konformation; Maitotoxin; Naturstoffe; NMR-Spektroskopie
