88088-70-4

Upstream product

• 6971-52-4 3-methoxy-2-methylphenol 
• 81028-03-7 (Z)-4-benzyloxy-but-2-en-1-ol 
• 89358-30-5 (Z)-(((4-bromobut-2-en-1-yl)oxy)methyl)benzene 
• 88088-57-7 4-acetoxy-5-bromo-2-methoxy-3-methylphenol 
• 88088-60-2 Acetic acid 3-(1-benzyloxymethyl-allyl)-2-bromo-4-hydroxy-5-methoxy-6-methyl-phenyl ester 
• 88088-63-5 [3-(1-Benzyloxymethyl-allyl)-2-bromo-4,5-dimethoxy-6-methyl-phenoxy]-tert-butyl-dimethyl-silane 
• 7149-92-0 2,4-dimethoxy-3-methylbenzaldehyde 
• 109034-93-7 3-fluoro-4,6-dimethoxy-1-(methoxymethoxy)-5-methyl-2-(2,4-pentadienyl)benzene 
• 116589-05-0 2-(1-Benzyloxymethylpenta-2,4-dienyl)-3-fluoro-6-methoxy-5-methyl-1,4-benzoquinone 
• 116589-04-9 2(1-Benzyloxymethylpenta-2,4-dienyl)-3-fluoro-4,6-dimethoxy-5-methylphenol 
• 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 

Downstream Products

• 116589-07-2 5,8-Dibenzyloxy-9β-benzyloxymethyl-9,9aβ-dihydro-7-methoxy-6-methyl-3H-pyrrolo<1,2-a>indole 
• 116589-17-4 9-Benzyloxymethyl-7-methoxy-6-methyl-3H-pyrrolo[1,2-a]indole-5,8-dione 
• 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 
• 116611-91-7 5,8-Dibenzyloxy-9β-benzyloxymethyl-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-1H-pyrrolo<1,2-a>indole-1α,2α-diol 
• 116589-08-3 Methanesulfonic acid (1R,2S,9S,9aS)-5,8-bis-benzyloxy-9-benzyloxymethyl-1-hydroxy-7-methoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester 
• 116589-12-9 C₃₇H₄₁N₂O₇P 
• 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 

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).

SYNTHETIC APPROACH TOWARD MITOMYCINS. SYNTHESIS OF 9-BENZYLOXYMETHYL-5-METHOXY-4-METHYL-3H-PYRROLOINDOL-4,5-DIONE

2-Azido-3-(1'-benzyloxymethyl-2',4'-pentadienyl)-5-methoxy-6-methyl-1,4-benzoquinone is prepared and its thermal decomposition under the presence of Cu(acac)2 affords the corresponding 3H-pyrroloindol-5,8-dione, which is the important precursor for