Synthesis of sila-analogs and silicon-containing derivatives of drugs and development and application of the Si-2,4,6-trimethoxyphenyl moiety as a novel protecting group in organosilicon chemistry

The present work describes the synthesis of sila-venlafaxine, disila-bexarotene, disila-AG-045572 (disila-CMPD1), a series of silicon-based allosteric modulators of muscarinic receptors, and a partial synthesis of sila-gabapentin. Crystal structure data of rac-sila-venlafaxine hydrochloride, (R)-sila-venlafaxine hydrobromide, bexarotene, disila-bexarotene, and disila-AG-045572 (disila-CMPD1) are included. Studies on the biological activities of sila-venlafaxine and of silicon-based allosteric modulators of muscarinic receptors are discussed. The Si-2,4,6-trimethoxyphenyl (Si-2,4,6-TMOP) moiety is described as a novel, acid-labile protecting group in organosilicon chemistry. The synthesis of chlorotris(chloromethyl)silane and tris(chloromethyl)methoxysilane is described.

Level thesis:degree_level

thesis.doctoral

Grantor dc:publisher

Universität Würzburg

Year

2004

Author dc:creator

• Daiß, Jürgen Oliver

Contributors dc:contributor

• Tacke, Reinhold

• Silicium
• Bioisosterie
• Schutzgruppe
• Venlafaxin
• Bexaroten
• Silicon
• bioisosterism
• protecting group
• venlafaxine
• bexarotene

Repository record source_url

https://opus.bibliothek.uni-wuerzburg.de/frontdoor/index/index/docId/967

OAI identifier oai:identifier

oai:opus.bibliothek.uni-wuerzburg.de:967