75830-38-5

Usage

General Description

2-[(benzylamino)methyl]-4-nitrophenol, also known as "Benzylaminophenol," is a chemical compound that consists of a nitrophenol structure with a benzylamino methyl group attached to the second position. It is commonly used as a pH indicator in analytical chemistry and as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 2-[(benzylamino)methyl]-4-nitrophenol is a yellow crystalline solid that is soluble in organic solvents and has a melting point of 101-103°C. Benzylaminophenol has been found to exhibit antiproliferative and antibacterial activity, making it a potential candidate for future drug development and medical research. Additionally, it has been utilized in the field of hair and skin care products for its antioxidant properties.

Upstream product

• 97-51-8 5-Nitrosalicylaldehyde 
• 100-46-9 benzylamine 
• 53848-16-1 5-nitrosalicylaldehyde benzylamine Schiff base 
• 75830-37-4 N-(2-hydroxy-5-nitrobenzyl)benzylamine*HCl 

Downstream Products

• 75830-08-9 Acetic acid 2-{[(2-amino-3-methyl-butyryl)-benzyl-amino]-methyl}-4-nitro-phenyl ester; hydrochloride 
• 75830-36-3 N-<(tert-butoxycarbonyl)-L-valinyl>-N-benzyl-N-(2-acetoxy-5-nitrobenzyl)amide 
• 75830-15-8 2-Acetylamino-N-benzyl-N-(2-hydroxy-5-nitro-benzyl)-3-methyl-butyramide 
• 612500-21-7 2-[(allyl-benzyl-amino)-methyl]-4-nitro-phenol 

Relevant academic research and scientific papers

Direct peptide coupling of novel amino acid derivatives produced by rearrangement of catalytically generated ammonium ylides

Protected amino acids can be prepared from substrates in which a diazo ester is aryl-tethered to an allylic amine, by catalytic intramolecular ammonium ylide generation and [2,3] rearrangement. When the aryl tether is sufficiently electron-deficient, direct coupling of the rearrangement product with a hindered amino acid ester to give a dipeptide is possible, and ammonium ylide generation, rearrangement and peptide coupling can be accomplished in a one-pot fashion.

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.