A Structure Based, Solid Phase Synthesis Approach to the Development of Novel Selective Estrogen Receptor Modulatory Steroids

An efficient solid-phase synthesis approach is here reported for the first time to prepare the EGFR inhibitor Gefitinib. The five-step synthetic strategy used FMP resin as the solid support, and FTIR and colorimetric assays were used to track the reaction’s progress. Gefitinib was obtained with an overall yield of 40%.

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Parallel solid-phase synthesis of a model library of 7α-alkylamide estradiol derivatives as potential estrogen receptor antagonists

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/s0960-894x(99)00487-4 ◽

1999 ◽

Vol 9 (19) ◽

pp. 2827-2832 ◽

Cited By ~ 12

Author(s):

Martin R Tremblay ◽

Jacques Simard ◽

Donald Poirier

Keyword(s):

Estrogen Receptor ◽

Solid Phase Synthesis ◽

Solid Phase ◽

Receptor Antagonists ◽

Phase Synthesis ◽

Model Library ◽

Estradiol Derivatives ◽

Estrogen Receptor Antagonists

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Solid-Phase synthesis and investigation of benzofurans as selective estrogen receptor modulators

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/s0960-894x(02)00613-3 ◽

2002 ◽

Vol 12 (20) ◽

pp. 2875-2878 ◽

Cited By ~ 23

Author(s):

Roger A. Smith ◽

Jinshan Chen ◽

Mary M. Mader ◽

Ingo Muegge ◽

Ulrike Moehler ◽

...

Keyword(s):

Estrogen Receptor ◽

Solid Phase Synthesis ◽

Solid Phase ◽

Selective Estrogen Receptor Modulators ◽

Phase Synthesis ◽

Estrogen Receptor Modulators ◽

Receptor Modulators

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Ion-tagged synthesis of an oligoribonucleotide pentamer — The continuing versatility of TBDMS chemistry

Canadian Journal of Chemistry ◽

10.1139/v07-022 ◽

2007 ◽

Vol 85 (4) ◽

pp. 274-282 ◽

Cited By ~ 4

Author(s):

Robert A Donga ◽

Tak-Hang Chan ◽

Masad J Damha

Keyword(s):

Ionic Liquid ◽

Rna Synthesis ◽

Solid Phase Synthesis ◽

Solid Phase ◽

Solution Phase ◽

Phase Synthesis ◽

Resultant Increase ◽

Synthesis Approach

An oligoribonucleotide has been synthesized in solution, using an ionic-liquid-based soluble tag at a scale several hundred times that of a standard solid-phase synthesis approach. Ogilvie's 2′-TBDMS strategy was adopted, and because of the resultant increase in lipophilicity, it allowed an easier purification of the growing oligomer compared with the previously observed for DNA, which does not require 2′ protection. The procedure is illustrated by the synthesis of the pentaribonucleotide sequence AGAUC, corresponding to a segment of the tRNAfMet from E. coli.Key words: solution-phase RNA synthesis, ionic-liquid tag.

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