196819-41-7

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 593-75-9 methyl isocyanate 
• 28875-17-4 (S)-N-(tert-butoxycarbonyl)alanine methyl ester 

Downstream Products

• 196819-43-9 (S)-α-methyl-5-oxazolemethanamine 
• 1322628-80-7 (S)-N-benzyl-α-methyl-5-oxazolemethanamine 
• 1322628-76-1 (S)-N-benzyl-N-[1-(5-oxazolyl)ethyl]-3-butenamide 
• 1322628-90-9 (S)-2-benzyl-2,3-dihydro-3-methyl-1H-pyrrolo[3,4-c]pyridin-1-one 
• 1322628-88-5 (S)-2-benzyl-2,3-dihydro-3,7-dimethyl-1H-pyrrolo[3,4-c]pyridin-1-one 
• 1322628-85-2 (S)-N-benzyl-N-[1-(5-oxazolyl)ethyl]-2-propenamide 
• 1322628-78-3 (S)-N-benzyl-[1-(5-oxazolyl)ethyl]carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Synthesis and absolute configuration of (-)-normalindine

The first chiral synthesis of the Strychnos and Ophiorrhiza alkaloid (-)-normalindine has been accomplished through a route starting from L-alanine methyl ester and exploiting intramolecular oxazole-olefin Diels-Alder reaction. As a result, the absolute stereochemistry of normalindine has been defined as represented by formula (-)-1.

A straightforward preparation of chiral 5-(aminomethyl)oxazole derivatives from α-amino esters and α-lithiated isocyanides

An efficient and general preparation of several chiral N-protected 5- (aminomethyl)oxazoles has been accomplished by treatment of N-protected α- amino esters with α-lithiated isocyanides, obtained by metalation of methyl and benzyl isocyanides with BuLi or of ethyl isocyanide with lithium diisopropylamide.