87305-75-7

Upstream product

• 58479-61-1 tert-butylchlorodiphenylsilane 
• 108-29-2 5-methyl-dihydro-furan-2-one 
• 516509-01-6 (+/-)-methyl 4-{[(tert-butyl)diphenylsilyl]oxy}pentanoate 
• 126252-14-0 (+/-)-γ-hydroxy-γ-methylbutyric acid methylester 

Downstream Products

• 87305-76-8 benzyl 7-(tert-butyldiphenylsiloxy)-4,4-(ethylenedioxy)-2-octenoate 
• 87305-69-9 benzyl 7-(tert-butyldiphenylsiloxy)-4-oxo-2-octenoate 
• 87305-77-9 7-(tert-butyldiphenylsiloxy)-4,4-(ethylenedioxy)-2-octenoic acid 
• 516509-91-4 (+/-)-(4-{2-[benzyl(ethyl)amino]ethoxy}-3,5-diiodophenyl)[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]methanone 
• 516509-86-7 (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]{4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl}methanone 
• 516509-96-9 (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]{4-[2-(ethylamino)ethoxy]-3,5-diiodophenyl}methanone 
• 516509-33-4 (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxy-3,5-diiodophenyl)methanone 
• 516509-29-8 (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone 
• 516509-11-8 (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-methoxyphenyl)methanone 
• 516509-06-1 (+/-)-[3-(benzofuran-2-yl)-1-methylpropoxy](tert-butyl)diphenylsilane 
• 87305-68-8 4-(tert-butyldiphenylsiloxy)pentanoyl chloride 

Relevant academic research and scientific papers

Synthesis of two metabolites of the antiarrythmicum amiodarone

The metabolism of the potent antiarrythmic drug amiodarone (AMI; 1) has yet not been fully investigated. Recently, in vitro experiments revealed that in rabbit-liver microsomes, AMI (1) and its main metabolite MDEA (2) were biotransformed to the hydroxyla

Synthetic Utility of the Palladium-Catalyzed Coupling Reaction of Acid Chlorides with Organotins

The palladium coupling of acid chlorides with unsymmetrical organotin reagents R''3SnR' can be carried out in chloroform under mild conditions in high yields to give the ketone RCOR'in which only one of the four organic groups on tin appears in the ketone product.Alkyl partners (R''= methyl or butyl) on tin serve as anchoring groups and do not transfer.When R' is acetylenic, vinyl, aryl, methoxymethylene, allyl, or benzyl, transmetalation takes place preferentially, resulting in coupling with the acyl group from the acid chloride.The reaction is tolerant of functional groups both on the acid chloride and the tin reagent.A palladium-catalyzed coupling reaction of an organotin reagent bearing acrylate functionality with an acid chloride serves as a method to introduce both a ketone and an acrylate functionality into a carbon framework.The coupling reaction of 4-(tert-butyldiphenylsiloxy)pentanoyl chloride with benzyl 3-(tributylstannyl)acrylate gave a 71percent yield of benzyl 7-(tert-butyldiphenylsiloxy)-4-oxo-2-octenoate, a precursor to the macrolide antibiotic pyrenophorin.

SYNTHESIS OF A PYRENOPHORIN PRECURSOR, 7-HYDROXY-4-OXO-2-OCTENOIC ACID BY THE DIRECT PALLADIUM CATALYZED COUPLING OF AN ACRYLIC TIN REAGENT WITH AN ACID CHLORIDE

A palladium catalyzed coupling reaction of an organotin reagent bearing acrylate functionality with an acid chloride serves as a method to introduce both a ketone and an acrylate functionality into a carbon framework; thus the coupling reaction of 4-t-but