263360-65-2

Upstream product

• 263360-59-4 N-formyl-1,2,3,4-tetrahydro-6-methoxy-1-(3,4-dimethoxy-benzyl)-7-phenylmethoxyisoquinoline 
• 59444-68-7 (+/-)-7-benzyloxy-6-methoxy-1-(3,4-dimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline 
• 263360-63-0 N-formyl-1,2,3,4-tetrahydro-6-methoxy-1-(3,4-dimethoxy-benzyl)-isoquinolin-7-ol 
• 546-67-8 lead(IV) tetraacetate 

Relevant academic research and scientific papers

Formation and reaction of o-quinol acetates of N-acyl- and N- methanesulfonyl-1,2,3,4-tetrahydro-6-methoxyisoquinolin-7-ols

Oxidation of N-formyl-, N-acetyl-, N-ethoxycarbonyl-, and N- methanesulfonyl-1,2,3,4-tetrahydro-6-methoxyisoquinolin-7-ols (1b-e) with lead tetraacetate in dichloromethane (CH2Cl2) produced quantitatively corresponding o-quinol acetates (2b-e), treatment of which with trifluoroacetic acid in CH2Cl2 at 0 °C for a few minutes afforded corresponding N-acyl- and N-methanesulfonylwilsonirines (4b-e) and N-acyl- and N-methanesulfonylnorsebiferines (5b-e). When the reaction was carried out at room temperature, o-quinol acetates (2d,e) of N-ethoxycarbonyl and N- methanesulfonyl congeners (1d,e) gave 1-[2-(ethoxycarbonylamino)ethyl]- and 1-[2-(methanesulfonylamino)ethyl]-4-hydroxy-3,6,7-trimethoxyphenanthrenes (8d,e).