4950-06-5Relevant articles and documents
Total synthesis of the biologically active, naturally occurring 3,4-dibromo-5-[2-bromo-3,4-dihydroxy-6-(methoxymethyl)benzyl]benzene-1,2-diol and regioselective O-demethylation of aryl methyl ethers
Akbaba, Yusuf,Balaydin, Halis Tuerker,Goeksu, Sueleyman,Sahin, Ertan,Menzek, Abdullah
experimental part, p. 1127 - 1135 (2010/08/21)
3,4-Dibromo-5-[2-bromo-3,4-dihydroxy-6-(methoxymethyl)benzyl]benzene-1, 2-diol (2), a natural product, has been synthesized for the first time starting from (3-bromo-4,5-dimethoxyphenyl)methanol (5) in five steps and with an overall yield of 34%. The reaction of some methoxymethyl-substituted aryl methyl ethers with BBr3, followed by the addition of MeOH, afforded the corresponding methoxymethyl-substituted arylphenols in high yields.
Synthesis of some hydroxymethylbromophenols of marine origin
Sudalai, A.,Rao, G. S. Krishna
, p. 858 - 859 (2007/10/02)
The hydroxymethylbromophenols 5, 7 and 9, isolated from marine source have been prepared in good yield.The bromo derivatives 1 and 2 of vanillin are demethylated to 4 and 6 which on borohydride reduction furnish 5 and 7 respectively.The dibromo-p-cresol (3) is oxidised to the aldehyde 8 which on borohydride reduction affords 9.