180412-90-2

Upstream product

• 180412-88-8 2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-4-methoxycarbonylmethyl-5-nitro-benzyl ester 
• 180412-89-9 2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-5-(2,5-dihydro-pyrrol-1-yl)-4-methoxycarbonylmethyl-benzyl ester 
• 180412-86-6 [5-(tert-Butyl-dimethyl-silanyloxy)-3-imino-1-oxy-3H-benzo[c][1,2]oxazin-7-yl]-methanol 
• 180412-85-5 [4-Bromomethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-methanol 
• 125229-13-2 3-hydroxy-4-methyl-5-nitrobenzoic acid methyl ester 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 75-44-5 phosgene 

Relevant academic research and scientific papers

Synthesis of the antitumor antibiotic FR-66979: Dmitrienko oxidative expansion of a fully functional core structure

A stereocontrolled synthesis of the pentacyclic ring system 18, a projected advanced intermediate in the synthesis of FR-66979 (2), has been achieved. Key steps in the assembly of 18 include a copper(I) mediated cylization-oxidation of diazoketone 6 to mitosene 16 followed by an oxidative expansion of 16 to 18. The latter transformation proceeds via N-oxidation of diol 17.