75830-08-9

Upstream product

• 75830-36-3 N-<(tert-butoxycarbonyl)-L-valinyl>-N-benzyl-N-(2-acetoxy-5-nitrobenzyl)amide 
• 53848-16-1 5-nitrosalicylaldehyde benzylamine Schiff base 
• 75830-37-4 N-(2-hydroxy-5-nitrobenzyl)benzylamine*HCl 
• 75830-38-5 N-(2-hydroxy-5-nitrobenzyl)benzylamine 
• 100-46-9 benzylamine 
• 97-51-8 5-Nitrosalicylaldehyde 

Downstream Products

• 75830-15-8 2-Acetylamino-N-benzyl-N-(2-hydroxy-5-nitro-benzyl)-3-methyl-butyramide 

Relevant academic research and scientific papers

Intramolecular O,N-Acyl Transfer via Cyclic Intermediates of Nine and Twelve Members. Models for Extensions of the Amine Capture Strategy for Peptide Synthesis

Rate constants are reported for intramolecular O,N-acyl-transfer reactions of 2-amino-N-benzyl-N-acetamides,2-amino-N-benzyl-N-(4-acetoxy-5-xanthyl)methylene>acetamide, ethyl N-(2-acetoxybenzyl)-2-aminoacetate, methyl N--2-aminoacetate and their alanine and valine analogues in acetonitrile, Me2SO, and other solvents.Synthesis of these substrates is described, and a novel two-step synthesis is reported of 4-hydroxy-5-formylxanthene from 2,3-diacetoxybenzaldehyde and 2-(isopropoxymethylene)cyclohexanon in 29percent yield.Facile intramolecular acyl transfer via cyclic intermediates of 9 and 12 members is described, and steric and solvent effects on rates of acyl transfer are reported for these processes and compared with those for other intra- and intermolecular acyl-transfer reactions.The significance of these results for amide formation by amine capture is discussed.