116589-08-3

Upstream product

• 88088-70-4 9β-Benzyloxymethyl-9,9aβ-dihydro-7-methoxy-6-methyl-3H-pyrrolo<1,2-a>indole-5,8-dione 
• 105104-18-5 5-fluoro-2,4-dimethoxy-3-methylphenyl 2,4-pentadienyl ether 
• 105104-11-8 1-Bromo-2,4-dimethoxy-5-methoxymethoxy-3-methyl-benzene 
• 105103-87-5 5-bromo-2,4-dimethoxy-3-methylphenol 
• 105103-97-7 5-fluoro-2,4-dimethoxy-3-methylphenol 
• 116589-07-2 5,8-Dibenzyloxy-9β-benzyloxymethyl-9,9aβ-dihydro-7-methoxy-6-methyl-3H-pyrrolo<1,2-a>indole 
• 116589-04-9 2(1-Benzyloxymethylpenta-2,4-dienyl)-3-fluoro-4,6-dimethoxy-5-methylphenol 
• 116589-05-0 2-(1-Benzyloxymethylpenta-2,4-dienyl)-3-fluoro-6-methoxy-5-methyl-1,4-benzoquinone 
• 109034-93-7 3-fluoro-4,6-dimethoxy-1-(methoxymethoxy)-5-methyl-2-(2,4-pentadienyl)benzene 
• 28006-93-1 5-bromo-2,4-dimethoxy-3-methylbenzaldehyde 
• 5673-07-4 2,6-dimethoxytoluene 
• 7149-92-0 2,4-dimethoxy-3-methylbenzaldehyde 
• 3587-60-8 Benzyloxymethyl chloride 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 116589-11-8 Methanesulfonic acid (1R,2R,9S,9aS)-5,8-bis-benzyloxy-9-benzyloxymethyl-2-(dimethoxy-phosphorylamino)-7-methoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-1-yl ester 
• 116589-12-9 C₃₇H₄₁N₂O₇P 
• 116589-20-9 4,7-Dibenzyloxy-8β-benzyloxymethyl-1,1aα,2,8,8aβ,8b-hexahydro-6-methoxy-5-methylazirino<2',3';3,4>pyrrolo<1,2-a>indole 

Relevant academic research and scientific papers

Synthesis of 9a-Deoxymitomycin Congeners

The protected mitosane (23) is prepared in stereospecific manner.The key reactions included in the synthetic scheme are (i) Lewis acid-mediated Claisen-type rearrangement of the penta-2,4-dienyl aryl ether (10) to the penta-2,4-dienylphenol (11), (ii) the regioselective incorporation of the alkoxymethyl group at the 1-position of the pentadienyl side-chain in the protected pentadienylhydroquinone (12), and (iii) the stereospecific copper-catalysed double cyclization of the azido(penta-2,4-dienyl)quinone (15) to the 3H-pyrroloindole-5,8-dione (16) in one step.Subsequent stereospecific introduction of the aziridine ring furnishes the target compound (23).