312327-46-1

Basic information

• Product Name: O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[1,3-dioxolo[4,5-h]-6(9H)-quinolinon-6-yl]ethyl carbamate
• Synonyms: O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[1,3-dioxolo[4,5-h]-6(9H)-quinolinon-6-yl]ethyl carbamate
• CAS NO: 312327-46-1
• Molecular Weight: 496.635
• Mol File: 312327-46-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[1,3-dioxolo[4,5-h]-6(9H)-quinolinon-6-yl]ethyl carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[1,3-dioxolo[4,5-h]-6(9H)-quinolinon-6-yl]ethyl carbamate(312327-46-1)
• EPA Substance Registry System: O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[1,3-dioxolo[4,5-h]-6(9H)-quinolinon-6-yl]ethyl carbamate(312327-46-1)

Safety Data

• Hazardous Substances Data: 312327-46-1(Hazardous Substances Data)

Upstream product

• 312327-45-0 5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethyl-silyloxy)ethyl]-1,3-dioxolan-7-ylaminomethylene-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 19522-96-4 7-bromo-benzo[1,3]dioxole-5-carbaldehyde 
• 16414-34-9 3-bromo-4,5-dihydroxybenzaldehyde 
• 312327-39-2 7-bromo-5-(1,3-dioxolan-2-yl)-1,3-benzodioxole 
• 312327-41-6 7-benzylamino-1,3-benzodioxole-5-carboxaldehyde 
• 312327-40-5 7-benzylamino-5-(1,3-dioxolan-2-yl)-1,3-benzodioxole 
• 312327-43-8 7-amino-5-(1-tert-butyldimethylsilyloxy-2-aminoethyl)-1,3-benzodioxole 
• 312327-42-7 7-(benzylamino)-5-(1-tert-butyldimethylsilyloxy-2-nitroethyl)-1,3-benzodioxole 
• 312327-44-9 O-benzyl N-[2-(7-amino-1,3-benzodioxol-5-yl)-2-(tert-butyldimethylsilyloxy)ethyl] carbamate 

Downstream Products

• 312327-47-2 O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[9-methyl-1,3-dioxolo[4,5-h]-6(9H)-quinolinon-6-yl]ethyl carbamate 

Relevant articles and documents

Synthesis of 8-methoxy-1-methyl-1H-benzo[de][1-6]naphthyridin-9-ol (isoaaptamine) and analogues

8-Methoxy-1-methyl-1H-benzo[de][1,6]naphthyridin-9-ol, isoaaptamine, a PKC inhibitor isolated from sponge was synthesized. The synthesis parallels a synthesis of 8,9-dimethoxybenzo[de][1,6]-naphthyridine, aaptamine, but uses a nitromethyl substituent as a precursor of the key 5-(2-aminoethyl)-1H-quinolin-4-one intermediate. The quinolone intermediates were prepared by thermolysis (220-240 °C) of anilinomethylene derivatives of Meldrum's acid. The quinolone intermediates were N-methylated prior to cyclization to the benzo[de][1,6]naphthyridine derivatives. Aaptamine and several analogues of aaptamine and isoaaptamine were prepared including 9-demethylaaptamine, 1-methyl-8-demethylaaptamine, 1-methylaaptamine, and the 8,9-methylenedioxy analogues of aaptamine and 1-methylaaptamine.