145041-20-9

Upstream product

• 145057-52-9 8-Methoxy-6,9-dimethyl-9-phenyl-8-trimethylsilanyloxy-9,10-dihydro-6H,8H-7-oxa-5,10,10a-triaza-cyclohepta[b]naphthalen-11-one 
• 145041-18-5 C₁₂H₁₃N₃O₄ 
• 145041-21-0 (S)-methyl 2-(2-acetoxypropanamido)benzoate 
• 141236-02-4 2-[2-((S)-1-Hydroxy-ethyl)-4-oxo-4H-quinazolin-3-ylamino]-2-phenyl-propionic acid methyl ester 
• 141236-01-3 (S)-3-Amino-2-(1-hydroxyethyl)-3,4-dihydroquinazolin-4-one 
• 145041-19-6 2-[2-((S)-1-Hydroxy-ethyl)-4-oxo-4H-quinazolin-3-ylamino]-2-phenyl-propionic acid 

Relevant academic research and scientific papers

Amination with 3-acetoxyaminoquinazolin-4-(3H)ones: Preparation of α-aminoacid esters by reaction with silyl ketene acetals followed by N-N bond cleavage

Solutions of 3-acetoxyaminoquinazoline (5) react with enol ethers and silyl ketene acetals to give α-aminoaldehyde α-aminoketone or α-aminoacid derivatives. Acylation of the exocyclic nitrogen in these derivatives, as a preliminary to reductive N-N bond cleavage, could only be accomplished by indirect means. Samarium diiodide, however, effected the reduction of this N-N bond without the necessity for N-acylation. Solutions of the corresponding enantiopure 3-acetoxyaminoquinazolinone (34) brought about the disastereoselective amination of the prochiral silyl ketene acetal (15) and reductive N-N bond cleavage of the major disastereoisomer lead to enantiopure 2-phenylalanine methyl ester.