182913-52-6

Upstream product

• 700-38-9 2-nitro-5-methylphenol 
• 182913-38-8 5-methyl-2-nitrophenyl acetate 
• 704-13-2 5-formyl-2-nitrophenol 
• 61161-83-9 5-(hydroxymethyl)-2-nitrophenol 
• 108-24-7 acetic anhydride 
• 127-09-3 sodium acetate 
• 182913-40-2 Acetic acid 5-bromomethyl-2-nitro-phenyl ester 

Downstream Products

• 182913-54-8 Acetic acid 3-hydroxy-4-nitro-benzyl ester 
• 218949-51-0 2-Acetoxy-benzoic acid 5-acetoxymethyl-2-nitro-phenyl ester 
• 182913-56-0 (5-Acetoxymethyl-2-nitro-phenoxy)-acetic acid phenyl ester 

Relevant academic research and scientific papers

Synthesis of anti-rheumatic agent epoxyquinomicin B

Anti-rheumatic agent (±)-epoxyquinomicin B was synthesized for a 22% overall yield in eight steps from commercially available 3-hydroxy-4- nitrobenzaldehyde via the intermediate quinone 6 prepared by selective phenol oxidation of 5 by use of Fremy's salt as the key step.

Synthesis of 5-(tert-Butoxycarbonylaminoacetoxymethyl)-2-nitrophenoxyacetic Acid

5-(tert-Butoxycarbonylaminoacetoxymethyl)-2-nitrophenoxyacetic acid was synthesized in seven steps starting from 5-methyl-2-nitrophenol. Its phenyl ester was selectively hydrolyzed with triethylamine in aqueous dioxane. 5-Hydroxymethyl-2-nitrophenoxyacetic acid was formed as by-product. Its formation was proved by independent synthesis from 1-acetoxy-5-bromomethyl-2-nitrobenzene. Experimental difficulties that arise along other routes to the target compound are discussed.