Tritylated tetrazole of 2a underwent unusual detritylation under basic reaction condition during the synthesis of methyl ether of olmesartan medoxomil 1. The unusual detritylation was found to be a common feature in the case of all tetrazole containing Sartan molecules (3-7).
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Protecting groups transfer: unusual method of removal of tr and tbdms groups by transetherification.
Nucleosides Nucleotides Nucleic Acids
August 2008
Department of Pharmacy, UFPE, Recife, Brazil.
The triphenylmethyl (Tr) group undergoes a transfer (transetherification or disproportionation) between the molecules of 5'-O-Tr-2'-deoxynucleosides in a process mediated by anhydrous sulfates of Cu(+2), Fe(+2), or Ni(+2) to yield mixtures of 3',5'-bis-O-Tr and 3'-O-Tr products. If phenylmethanol is present in a reaction medium, detritylation results with concomitant formation of phenylmethyl triphenylmethyl ether. The behavior of t-butyldimethylsilyl (TBDMS) group in 5'-O-TBDMS-2'-deoxynucleosides is exactly the same.
View Article and Find Full Text PDFUnusual detritylation of tritylated tetrazole in Sartan molecules.
Chem Pharm Bull (Tokyo)
March 2008
Department of Process Chemistry, Advinus Therapeutics, Bangalore-560058, India.
Tritylated tetrazole of 2a underwent unusual detritylation under basic reaction condition during the synthesis of methyl ether of olmesartan medoxomil 1. The unusual detritylation was found to be a common feature in the case of all tetrazole containing Sartan molecules (3-7).
View Article and Find Full Text PDFStudies on the synthesis of 2,3-o-hydroxyalkyl ethers of cellulose.
Macromol Biosci
January 2005
Kompetenzzentrum Polysaccharidforschung, Friedrich-Schiller-Universität Jena, Humboldtstrasse 10, D-07743 Jena, Germany.
Novel 2,3-O-hydroxyethyl- and 2,3-O-hydroxypropyl cellulose products were synthesized by heterogeneous etherification of 6-O-(4-monomethoxytrityl) cellulose (MMTC). Due to the very hydrophobic character of MMTC, the reaction was successful in the presence of anionic and non-ionic detergent in the reaction mixture yielding the 2,3-O-cellulose ethers with a molar degree of substitution (MS) varying between 0.25 and 2.
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