Abstract
The title compound, a key intermediate for preparing coenzyme Q analogues, was prepared in excellent yield by a reaction sequence starting from the commercially available 3,4,5-trimethoxybenzadehyde via Wolff–Kishner reduction, selective bromination, methoxylation and Blanc chloromethylation reaction.
Keywords
References
1.
Ernster L.
, and
Dallner G.
, Biochim. Biophys. Acta , 1995 , 195 .
2.
Tunmen M.
,
Olsson J.
, and
Dallner G.
, Biochim. Biophys. Acta , 2004 , 171 .
3.
Watts G.F.
,
Playford D.A.
,
Croft K.D.
,
Ward N.C.
, and
Mori T.A.
, Diabetologia. , 2002 , 45 , 420 .
4.
Lipshutz B.H.
,
Bulow G.
,
Lowe R.F.
, and
Stevens K.L.
, J. Am. Chem. Soc. , 1996 , 118 , 5512 .
5.
Lipshutz B.H.
,
Bulow G.
,
Lazaro F.F.
,
Kim S.-K.
,
Lowe R.
,
Mollard P.
, and
Stevens K.L.
J. Am. Chem. Soc. , 1999 , 121 , 11664 .
6.
Lipshutz B.H.
,
Biilow G.
,
Lowe R.F.
, and
Stevens K.L.
, Tetrahedron. , 1996 , 52 , 7265 .
7.
Lipshutz B.H.
,
Kim S.-K.
,
Mollard P.L.
, and
Stevens K.L.
, Tetrahedron. , 1998 , 54 , 1241 .
8.
Jung Y.-S.
,
Joe B.-Y.
,
Chob S.J.
, and
Konishi Y.
, Bioorg. Med. Chem. Lett. , 2005 , 15 , 1125 .
9.
Kelley M.R.
,
Borch R.F.
, and
Nyland R.L.
II
, PCT Int. Appl. WO2009042544, Indiana University Research and Technology Corporation, USA
10.
Vera W.J.
,
Chinea K.
, and
Banerjee A.K.
, J. Chem. Res. , 2009 , 3 , 186 .
11.
Meihua L.
,
Sarah D.
,
Aihua J.
,
April R.
,
Ying H.
, and
Melissa F.
, Antioxid. Redox Signal. , 2008 , 10 , 11, 1853 .
12.
Abhay U.
,
Yeshwant P.N.
,
Ganesh W.
,
Amit C.
,
Mita R.
, and
Hariharan S.
, PCT Int. Appl. WO2007004091, Nicholas Piramal India Limited, India.
13.
Tremblay
,
Sames M.S.
, and
Dalibor
. Org. Lett. , 2005 , 7 , 2417 .
14.
Ji Y.
,
Xu W.
,
Jin W.
, and
Weimin Y.
, Synth. Commun. , 2006 , 36 , 1961 .
15.
Yang J.
,
Weng L.
, and
Zheng H.
, Synth. Commun. , 2006 , 36 , 2401 .
