214976-51-9

Basic information

• Product Name: {2-[5-[2-(tert-Butoxycarbonyl-methyl-amino)-ethylamino]-7-(4-methoxy-benzyloxy)-6-oxo-6H-1,2,9-triaza-aceanthrylen-2-yl]-ethyl}-(2-hydroxy-ethyl)-carbamic acid tert-butyl ester
• CAS NO: 214976-51-9
• Molecular Weight: 716.835
• Mol File: 214976-51-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: {2-[5-[2-(tert-Butoxycarbonyl-methyl-amino)-ethylamino]-7-(4-methoxy-benzyloxy)-6-oxo-6H-1,2,9-triaza-aceanthrylen-2-yl]-ethyl}-(2-hydroxy-ethyl)-carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: {2-[5-[2-(tert-Butoxycarbonyl-methyl-amino)-ethylamino]-7-(4-methoxy-benzyloxy)-6-oxo-6H-1,2,9-triaza-aceanthrylen-2-yl]-ethyl}-(2-hydroxy-ethyl)-carbamic acid tert-butyl ester(214976-51-9)
• EPA Substance Registry System: {2-[5-[2-(tert-Butoxycarbonyl-methyl-amino)-ethylamino]-7-(4-methoxy-benzyloxy)-6-oxo-6H-1,2,9-triaza-aceanthrylen-2-yl]-ethyl}-(2-hydroxy-ethyl)-carbamic acid tert-butyl ester(214976-51-9)

Safety Data

• Hazardous Substances Data: 214976-51-9(Hazardous Substances Data)

Upstream product

• 214976-46-2 5-Chloro-2-[2-(2-hydroxy-ethylamino)-ethyl]-7-(4-methoxy-benzyloxy)-2H-1,2,9-triaza-aceanthrylen-6-one 
• 214976-42-8 6-Chloro-9-fluoro-4-(4-methoxy-benzyloxy)-benzo[g]isoquinoline-5,10-dione 
• 214976-41-7 6-Chloro-9-fluoro-4-hydroxy-benzo[g]isoquinoline-5,10-dione 
• 128472-97-9 N,N'-diisopropyl-O-(4-methoxybenzyl)isourea 
• 24424-99-5 di-tert-butyl dicarbonate 
• 121492-06-6 (2-aminoethyl)methylcarbamic acid tert-butyl ester 
• 214976-50-8 {2-[5-Chloro-7-(4-methoxy-benzyloxy)-6-oxo-6H-1,2,9-triaza-aceanthrylen-2-yl]-ethyl}-(2-hydroxy-ethyl)-carbamic acid tert-butyl ester 

Relevant articles and documents

Synthesis of hydroxy-substituted aza-analogues of antitumor anthrapyrazoles

Synthetic routes have been developed which lead to ring-hydroxylated aza-analogues of antitumor anthrapyrazoles, namely, 2,5- bis[(aminoalkyl)amino] substituted 10-hydroxyindazo[3,4-fg]isoquinolin- 6(2H)-ones 1 and 7-hydroxyindazolo[4,3-gh]isoquinolin-6(2H)-ones 2. The regiospecific synthesis of 6,9-dihalo-4-hydroxybenz[g]isoquinolines 3 and 4 has been accomplished. Intermediate 3 was constructed in a multistep process involving Diels-Alder chemistry of benzolacrylates whereas 4 was assembled using Ni(II) mediated coupling of methyl 3-chloro-5-methoxyisonicotinate (15b) with the organic zinc reagent 18 derived from 2-fluoro-5-chlorobenzyl bromide (17). After protection of the hydroxy group with a p-methoxybenzyl moiety, the different nucleofugacities of the leaving groups present in 10 and 20 allowed sequential displacements by substituted hydrazines and amines, respectively, to lead to the desired p-methoxybenzyl protected analogues 12 and 22. Deprotection led to the side arm modified compounds 1 and 2. The displacements of 21a and 21b with N,N-dimethylethylenediamine also led to the tri[(aminoalkyl)amino]substituted analogues 23s and 23b, respectively, which arose from further S(N)Ar substitutions of the p-methoxybenzyloxy group.