73908-64-2

Upstream product

• 73908-63-1 <1-²H₂>-p-nitrobenzyl alcohol 
• 62-23-7 4-nitro-benzoic acid 
• 619-50-1 4-nitrobenzoic acid methyl ester 

Downstream Products

• 156028-01-2 α,α-dideuterio-p-nitrobenzyl benzohydroxamate 
• 73908-62-0 1,2,3,4-Tetrahydro-2-(p-nitrobenzyl-α,α-d2)isoquinolinium bromide 
• 73908-61-9 1,2,3,4-tetrahydro-2-(p-nitrobenzyl-α,α-d2)isoquinoline 
• 156027-99-5 O-(α,α-dideuterio-p-nitrobenzyl) N-acetoxybenzohydroxamate 
• 73908-57-3 3,4-Dihydro-2-(p-nitrobenzyl-α,α-d2)isoquinolinium bromide 

Relevant academic research and scientific papers

Reactive Intermediates from the Solvolysis of Mutagenic O-Alkyl N-Acetoxybenzohydroxamates

Mutagenic O-(para-substituted benzyl) N-acetoxybenzohydroxamates undergo acid-catalysed solvolysis in aqueous acetonitrile but three is a change in mechanism from AA11 to E1 on going from para electron-withdrawing substituents to para +M electron-donating groups.The former permit the formation of a discrete nitrenium ion intermediate whereas the latter promote a concerted elimination of a resonance stabilized benzyl carbocation.

Biosynthesis of the Antibiotic Obafluorin from D-Glucose and p-Aminophenylalanine in Pseudomonas fluorescens

The separate units which are used to construct the antibiotic obafluorin 1 in Pseudomonas fluorescens are defined by the results of D-glucose incorporation.A key intermediate in the biosynthesis of 1 is established to be L-p-aminophenylalanine 8; L-phenylanaline and L-p-nitrophenylalanine are very poor precursors.Results similar to those for obafluorin are obtained for p-nitrophenylacetic acid 20 which along with derivative 4 and 2-(4-nitrophenyl)ethanol 21 are identified as new metabolites of P. fluorescens.Deuteriated samples of 20, 22 and 23 are notprecursors for obafluorin 1. -p-aminophenylalanine 18 is incorporated into 1 with complete loss of deuterium from C-2 but retention of the deuterium present in both diastereotopic positions on C-3.

Comparative Study of Reactions of 2-Benzylisoquinolinium and 3,4-Dihydro-2-benzylisoquinolinium Salts with Carbon Disulfide in Two Base-Solvent Environments

3,4-Dihydro-2-(p-nitrobenzyl)isoquinolinium bromide (9a) reacts with carbon disulfide in both aqueous hydroxide-dioxane and triethylamine-pyridine to afford the expected 5,6-dihydro-3-(p-nitrophenyl)thiazoloisoquinolinium-2-thiolate (12) and a new