73536-69-3Relevant articles and documents
Asymmetric synthesis of β-DDB through oxazoline-mediated Ullmann coupling
Tan, Qitao,Li, Hongyan,Wen, Jiwu,Jiang, Chen,Wang, Xin,You, Tianpa
, p. 2289 - 2296 (2007/10/03)
Biphenyl lignan (β-DDB) (2), an effective drug in the treatment of hepatitis, was for the first time asymmetrically synthesized via a chiral oxazoline mediated Ullmann coupling. The two enantiomers of β-DDB have been obtained in this way by using the optically pure amino alcohols L-valinol and D-valinol, respectively. However, attempts to synthesize enantiopure α-DDB (1) by the same method failed because of the racemization of 1 at room temperature in solution. Copyright Taylor & Francis, Inc.
New synthesis of (S)-dimethyl-4,4′-dimethoxy-5,6,5′,6′- dimethenedioxy-biphenyl-2,2′-dicarboxylate by configuration transform
Cheng, Sen-Xiang,Chang, Jun-Biao,Qu, Ling-Bo,Chen, Rong-Feng
, p. 1665 - 1667 (2007/10/03)
(R/S)-4,4′-Dimethoxy-5,6,5′,6′-dimethenedioxy-2, 2′-di-(4(S)-methyl-oxazoline-1)-biphenyl has been synthesized from dimethyl-4,4′-dimethoxy-5,6,5′,6′-dimethenedioxy-biphenyl-2, 2′-dicarboxylate, and then the diastereoisomer mixture was almost fully converted to a single diastereoisomer with S-configuration ((S)-3) through the key configuration transform promoted by CuI, which was confirmed by CD, HPLC and 13C NMR. The C2-symmetric biphenyl, (S)-dimethyl-4,4′-dimethoxy-5,6,5′,6′-dimethenedioxy-biphenyl- 2,2′-dicarboxylate was prepared easily via the hydrolysis and ester exchange of (S)-3.
Synthesis and antihepatotoxicity of some Wuweizisu analogues
Wu,Chen,Chang,Chen,Lee
, p. 353 - 358 (2007/10/02)
A preparation of dimethyl 4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylate (VII) was readily achieved. It provided the advantages of specificity, simplicity, and efficiency in reactions. 6-Phenyl-3,9-dimethoxy-1,2-methylenedioxy-10,11-methylenedioxy-6,7- dihydro-5H-dibenz(c, e)azepin (X) was successfully synthesized from VII (DDB) and its liver-protective property proved to be more effective than DDB and silymarin in the in vitro test of carbon tetrachloride-induced damage of primary cultured rat hepatocytes.
