613223-61-3

Upstream product

• 590385-73-2 (+)-5-(toluene-4-sulfonyl)-3,5,7,8,9,10-hexahydro-2H-triazaacephenanthrylen-6-one-8-(hydroxymethyl)-10-spiro-4'-(2'-bromo)cyclohexa-2',5'-dien-1'-one 
• 234757-43-8 Ethyl 6,7-dimethoxyindole-3-glyoxylate 
• 203307-89-5 3-(2-Azidoethyl)-6,7-dimethoxyindole 
• 153718-70-8 3-(2-Azidoethyl)-6,7-dimethoxy-1-<(4-methylphenyl)sulfonyl>indole 
• 153718-67-3 3-(2-hydroxyethyl)-6,7-dimethoxyindole 
• 98-59-9 p-toluenesulfonyl chloride 
• 121-33-5 vanillin 
• 55149-84-3 2-nitroveratraldehyde 
• 31165-13-6 6,7-dimethoxy-1H-indole 
• 613223-76-0 7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one 
• 613223-75-9 7-[2-(3-bromo-4-triisopropylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one 
• 590385-69-6 5-(toluene-4-sulfonyl)-3,5,7,8,9,10-hexahydro-2H-1,5,7-triazaacephenanthrylen-6-one-8-(tert-butyldimethylsilyloxymethyl)-10-spiro-4'-(2'-bromo)-cyclohexa-2',5'-dien-1'-one 
• 425620-72-0 7-[2-(3-bromo-4-hydroxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)-ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one 
• 425630-02-0 [2-[3-bromo-4-(tertbutyldimethylsilyloxy)phenyl]-1-(tert-butyldimethylsilyloxymethyl)ethyl]tritylamine 

Downstream Products

• 591209-31-3 C₂₅H₂₀BrN₃O₄S₂ 

Relevant academic research and scientific papers

The synthetic and biological studies of discorhabdins and related compounds

Various analogues of the marine alkaloids, discorhabdins, have been synthesized. The strategy contains spirocyclization with phenyliodine(iii) bis(trifluoroacetate) (PIFA), oxidative fragmentation of the β-amino alcohols with the hypervalent iodine reagent C6F 5I(OCOCF3)2, the detosylation and dehydrogenation reaction of the pyrroloiminoquinone unit in the presence of a catalytic amount of NaN3 and the bridged ether synthesis with HBr-AcOH as the key reactions. All the synthesized compounds were evaluated by in vitro MTT assay for cytotoxic activity against the human colon cancer cell line HCT-116. Furthermore, the discorhabdin A oxa analogues were also evaluated against four kinds of tumor model cells, a human colon cancer cell line (WiDr), a human prostate cancer cell line (DU-145) and murine leukemia cell lines (P388 and L1210). For the identification of the target, discorhabdin A and the discorhabdin A oxa analogue were evaluated by an HCC panel assay. In the test, discorhabdins could have a novel mode of action with the tumor cells. The Royal Society of Chemistry 2011.

The efficient direct synthesis of N,O-acetal compounds as key intermediates of discorhabdin A: Oxidative fragmentation reaction of α-amino acids or β-amino alcohols by using hypervalent iodine(III) reagents

Hypervalent iodine(III) reagents are readily available, easy to handle, and have a low toxicity and similar reactivities to those of heavy metal reagents, and hence they are used for various oxidative reactions. The oxidative cleavage of alkynes or carbon

The novel and efficient direct synthesis of N,O-acetal compounds using a hypervalent iodine(III) reagent: An improved synthetic method for a key intermediate of discorhabdins

The use of hypervalent iodine(III) reagents allowed us to develop the novel and efficient direct synthesis of N,O-acetal compounds via the oxidative fragmentation reaction of α-amino acids or α-amino alcohols; furthermore, we succeeded in developing an im

The first total synthesis of discorhabdin A

The first stereoselective total synthesis of a potent antitumor alkaloid, discorhabdin A (1), which is a unique sulfur-containing pyrroloiminoquinone alkaloid, is described. The key step in the stereocontrolled total synthesis of 1 involves both a diaster