140201-79-2

Upstream product

• 119650-45-2 (2-iodo-3-methoxy-5-methylphenyl)methanol 
• 133344-02-2 2-iodo-3-methoxy-5-methylbenzoic acid 

Downstream Products

• 281190-83-8 4-hydroxy-5-methoxy-1-naphthyl 2-iodo-3-methoxy-5-methylbenzoate 
• 874130-60-6 2-iodo-3-methoxy-5-methylbenzoic acid 3-acetyl-4-methoxyphenyl ester 
• 874130-57-1 2-iodo-3-methoxy-5-methylbenzoic acid 4-methoxyphenyl ester 
• 77879-89-1 gilvocarcin M 
• 155351-67-0 1-(benzyloxy)-10,12-dimethoxy-8-methyl-4-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl)-6H-benzonaphtho<1,2-b>pyran-6-one 
• 133344-06-6 5-(benzyloxy)-4-methoxynaphthalen-1-yl 2-iodo-3-methoxy-5-methylbenzoate 
• 140201-81-6 1-Benzyloxy-4-[(2S,3R,4S,5R)-3,4-bis-benzyloxy-5-((S)-1-benzyloxy-ethyl)-tetrahydro-furan-2-yl]-10,12-dimethoxy-8-methyl-dibenzo[c,h]chromen-6-one 
• 140459-76-3 (+)-gilvocarcin M 
• 140201-80-5 2-Iodo-3-methoxy-5-methyl-benzoic acid 5-benzyloxy-8-[(2S,3R,4S,5R)-3,4-bis-benzyloxy-5-((S)-1-benzyloxy-ethyl)-tetrahydro-furan-2-yl]-4-methoxy-naphthalen-1-yl ester 
• 308803-91-0 4,5-dimethoxy-1-naphthyl 2-iodo-3-methoxy-5-methylbenzoate 

Relevant academic research and scientific papers

A xanthate-based free radical approach to defucogilvocarcin M

A formal total synthesis of the aglycon of gilvocarcin M is described. The synthesis is based on the construction of the key naphthalene 7 via a free radical addition-cyclization protocol followed by aromatization of the resulting α-tetralone. This highly

Annulation strategies for benzo[b]fluorene synthesis: efficient routes to the kinafluorenone and WS-5995 antibiotics.

Intramolecular palladium-mediated arylation approaches to benzo[b]fluorenes have been investigated. The methodology has been applied in a short synthesis of tri-O-methylkinafluorenone, providing an effective alternative to Friedel-Crafts-based approaches. During the course of this work, an acid-promoted quinolactonization of naphthoquinones was also developed, providing direct access to either ortho or para isomers as desired. Application of this methodology in syntheses of the antibiotics WS-5995A, WS-5995C, and functional analogues was demonstrated, and antitumoral activity of this class was determined.

Total synthesis of the gilvocarcins

Convergent total syntheses of the aryl C-glycoside antibiotics gilvocarcin M (1a) and gilvocarcin V (1b) have been accomplished. Key steps include (1) contrasteric coupling of D-fucofuranosyl acetate 27 with iodophenol 26, which was achieved by employing