142886-80-4

Upstream product

• 142886-76-8 N-[(2'-benzyloxy)-3'-methoxy-6'-bromobenzyl]-6,7-(methylenedioxy)-1-naphthylamine 
• 20035-41-0 6-bromo-2-hydroxy-3-methoxybenzaldehyde 
• 100-44-7 benzyl chloride 
• 113250-72-9 2-benzyloxy-6-bromo-3-methoxybenzaldehyde 
• 34241-39-9 azobisisobutyronitrile 
• 1270093-63-4 C₁₈H₂₂BrNO₂Si 
• 1270093-14-5 naphtho[2,3-d][1,3]dioxol-5-yl trifluoromethanesulfonate 
• 5279-32-3 5,6-dibromo-1,3-benzodioxole 
• 94670-77-6 5,8-dihydro-5,8-epoxynaphtho[2,3-d]-1,3-dioxole 
• 77784-64-6 Naphtho<2,3-d>-1,3-dioxole-5-ol 

Downstream Products

• 209157-82-4 2,3-(methylenedioxy)-5-methyl-6-ethoxy-7-benzyloxy-8-methoxy-5,6-dihydrobenzo[c]phenanthridine 
• 1006886-42-5 7-benzyloxy-8-methoxy-5-methyl-2,3-methylenedioxybenzo[c]phenanthridinium trifluoromethanesulfonate 

Relevant academic research and scientific papers

Formal synthesis of nitidine and NK109 via palladium-catalyzed domino direct arylation/N-arylation of aryl triflates

The use of aryl triflates as reaction partners in a palladium-catalyzed domino direct arylation/N-arylation provides a great advantage due to the availability of starting materials. Furthermore, it allows expedient access to biologically interesting benzo

PROCESS FOR PRODUCING BENZOYc¨PHENANTHRIDINE DERIVATIVE

A compound represented by the following formula (1): [wherein R1 and R2 each independently represents hydroxy, provided that R1 and R2 may be bonded to each other to form methylenedioxy, etc.; X represents halogeno; and R3 represents a protective group] i

Process for preparing benzo?c!phenanthridinium derivatives, novel compounds prepared by said process, and antitumor agents

The present invention relates to benzo?c!phenanthridinium derivative of the general formula A: STR1 wherein M and N individually represent a hydroxyl or lower alkoxy group, or M and N simultaneously represent a hydrogen atom or together form a methylenedi

Synthesis of NK109, an anticancer benzo[c]phenanthridine alkaloid

A total synthesis of NK109 (7-hydroxy-8-methoxy-5-methyl-2,3- methylenedioxybenzo[c]phenanthridinium hydrogensulfate dihydrate), an anticancer benzo[c]phenanthridine alkaloid, is reported. The primary structure of this compound was erroneously communicated in 1973 as fagaridine (from Fagara xanthoxyloides) which the 8-hydroxy regioisomer. NK109 has not yet been isolated from a natural source and therefore can only be obtained by synthesis. To study a wide variety of analogues, we decided to use a synthetic route via substituted benzylamine 5, which was obtained from the appropriate benzaldehyde ad naphthylamine units. The benzo[c]phenanthridine ring was conducted by radical cyclization with tri-n-octyltin hydride and 2,2'-azobis(2)-methylbutyronitrile], followed by oxidative aromatization with MnO2. The resulting benzo[c]phenanthridine 6 was successfully methylated with methyl 2-nitrobenzenesulfonate. After deprotection of the benzyl group and subsequent hydration, NK109 was obtained. All reactions were performed under normal conditions. Purification was achieved only by recrystallization to give an overall yield of 40%.

Process for preparing benzo[C]phenanthridinium derivatives, and novel compounds prepared by said process

The present invention relates to a process for preparing benzo[c]phenanthridinium derivatives of the general formula A: wherein M and N individually represent a hydroxyl or lower alkoxy group, or M and N simultaneously represent a hydrogen atom or togethe