194869-06-2

Upstream product

• 13154-24-0 triisopropylsilyl chloride 
• 591-27-5 m-Hydroxyaniline 
• 194869-11-9 (3-Triisopropylsilanyloxy-phenyl)-carbamic acid tert-butyl ester 

Downstream Products

• 194869-16-4 (2-Iodo-5-triisopropylsilanyloxy-phenyl)-carbamic acid tert-butyl ester 
• 194869-22-2 (5-Triisopropylsilanyloxy-2-trimethylsilanylethynyl-phenyl)-carbamic acid tert-butyl ester 
• 1415336-51-4 2-((4R,5R)-5-((R)-but-3-en-2-yl)-2-oxooxazolidin-4-yl)-N-(3-((triisopropylsilyl)oxy)phenyl)acetamide 
• 1638631-89-6 2-methoxy-6-[3-(triisopropylsilyloxy)phenylamino]benzonitrile 

Relevant academic research and scientific papers

Palladium(II)-catalyzed synthesis of the formylcarbazole alkaloids murrayaline A-C, 7-methoxymukonal, and 7-methoxy-o-methylmukonal

We describe the synthesis of the naturally occurring 2,7-dioxygenated formylcarbazole alkaloids 7-methoxymukonal, 7-methoxy-O-methylmukonal, and the murrayalines A-C. The carbazole framework was constructed by a Buchwald-Hartwig amination and a subsequent palladium(II)-catalyzed oxidative cyclization. We describe the synthesis of the naturally occurring 2,7-dioxygenated formylcarbazole alkaloids 7-methoxymukonal, 7-methoxy-O-methylmukonal, and the murrayalines A-C. The carbazole framework was constructed by a Buchwald-Hartwig amination and a subsequent palladium(II)-catalyzed oxidative cyclization. Copyright

Deprotection of N-BOC compounds

Organic compounds having nitrogen atoms protected with t-butoxycarbonyl are effectively deprotected by heating in a fluorinated alcohol solution.

Deprotection of N-BOC compounds

Organic compounds having nitrogen atoms protected with t-butoxycarbonyl are effectively deprotected by heating in a fluorinated alcohol solution.

Novel practical deprotection of N-Boc compounds using fluorinated alcohols

The thermolytic deprotection of N-Boc compounds was accomplished using TFE (2,2,2-trifluoroethanol) or HFIP (hexafluoroisopropanol) as solvents. Even though the cleavage of the t-butylcarbamate (Boc) group can be achieved at solvent reflux temperature, the deprotection process was significantly accelerated under microwave-assisted conditions. The practicality of this methodology was demonstrated on alkyl, aryl, and heteroaromatic N-Boc-amines. Copyright Taylor & Francis Group, LLC.

General and facile synthesis of indoles with oxygen-bearing substituents at the benzene moiety

Indoles with oxygen-bearing substituents such as a methoxy or (triisopropylsilyl)oxy group at all of the positions of the benzene moiety were synthesized by cyclization of tert-butyl methoxy(or (triisopropylsilyl)oxy)-2-((trimethylsilyl)ethynyl)phenyl)carbamates with potassium tert-butoxide in tert-butyl alcohol. The (ethynylphenyl)carbamates were synthesized by the palladium-catalyzed reaction of (trimethylsilyl)acetylene and the corresponding (iodophenyl)carbamates, which were selectively synthesized by directed lithiation of the phenylcarbamates and subsequent iodination.