345201-59-4

Upstream product

• 2491-20-5 L-alanine methyl ester hydrochloride 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 552-89-6 2-nitro-benzaldehyde 
• 88-72-2 1-methyl-2-nitrobenzene 

Downstream Products

• 345207-22-9 N-(2-nitrobenzyl)-N-Aloc-L-alanine methyl ester 
• 345201-63-0 2-[[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-(2-nitro-benzyl)-amino]-propionic acid methyl ester 
• 865430-56-4 2-[tert-butoxycarbonyl(2-nitrobenzyl)amino]propionic acid methyl ester 
• 865430-58-6 2-[(2-aminobenzyl)-tert-butoxycarbonylamino]propionic acid methyl ester 
• 345201-67-4 2-{(2-amino-benzyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-propionic acid methyl ester 
• 345201-76-5 2-{[2-(2-{(2-tert-butoxycarbonylamino-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetylamino)-benzyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-propionic acid methyl ester 
• 345201-81-2 2-{[2-(2-{(2-tert-butoxycarbonylamino-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetylamino)-benzyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-propionic acid 
• 345207-21-8 N-(2-nitrobenzyl)-N-Aloc-L-alanine 

Relevant academic research and scientific papers

Amino acid-based enantiomerically pure 3-substituted 1,4-benzodiazepin-2-ones: A new class of anti-ischemic agents

A series of 3-substituted 1, 4-benzodiazepin-2-ones derived from S and R amino acids were evaluated for their anti-ischemic activity in vitro. Treatment with compounds 7h, 16, 9d, and 17 decreased the apoptotic neuronal number, however increased the neuronal viability. The compounds decreasing apoptosis could protect neurons from the ischemic injury. The difference in the activities of 1,4-benzodiazepin-2-ones derived from S- and R-amino acids is discussed and explained on the basis of molecular modeling studies.

A convenient two-step synthesis of amino acid derived chiral 3-substituted [1,4]benzodiazepin-2-ones

A new two-step route to chiral 3-substituted [1,4]benzodiazepin-2-ones is described, which involves the coupling of 2-nitrobenzyl bromide with a series of amino acids, followed by diazepine ring formation with Fe/AcOH at 110 °C. Georg Thieme Verlag Stuttg

Backbone modifications of aromatic peptide nucleic acid (APNA) monomers and their hybridization properties with DNA and RNA

Aromatic peptide nucleic acid (APNA) monomers containing N-(2-aminobenzyl)-glycine, N-(2-aminobenzyl)-(R)- or -(S)-alanine, and N-(2-aminobenzyl)-β-alanine moieties as part of their backbone were synthesized. These novel analogues were incorporated as a single "point mutation" in PNA hexamers, and their physicochemical properties were investigated by UV thermal denaturation and CD experiments. Destabilization in triplex formation between the PNA-APNA chimeras and complementary DNA or RNA oligomers was observed, as compared to the PNA control. The APNA monomer composed of the N-(2-aminobenzyl)-glycine backbone led to the smallest decrease in the thermal stability of the triplexes formed with DNA and RNA, while maintaining selectivity for base-pairing recognition. Since the PNA-APNA chimeras are more lipophilic than the corresponding PNA homopolymers, these oligomers may also exhibit better cell membrane permeability properties.

Synthesis of circumdatin F and sclerotigenin. Use of the 2-nitrobenzyl group for protection of a diketopiperazine amide; synthesis of ent-fumiquinazoline G

The Eguchi aza Wittig protocol has been used for the synthesis of sclerotigenin and circumdatin F by selective acylation of the more acidic anilide nitrogen of a benzodiazepinedione without the need for protecting groups. The use of the 2-nitrobenzyl grou