153718-76-4

Upstream product

• 138540-75-7 6-Methoxy-3-<2-<<<2-(trimethylsilyl)ethoxy>carbonyl>amino>ethyl>-1-(p-toluenesulfonyl)indole-4,7-dione 
• 153718-75-3 1,3,4,5-tetrahydro-7,8-dimethoxy-1-(4-methylbenzenesulfonyl)pyrrolo<4,3,2-de>quinoline 
• 153718-70-8 3-(2-Azidoethyl)-6,7-dimethoxy-1-<(4-methylphenyl)sulfonyl>indole 
• 75909-70-5 cloruro dell'acido 6,7-dimetossindol-3-gliossilico 
• 153718-67-3 3-(2-hydroxyethyl)-6,7-dimethoxyindole 
• 153718-68-4 Toluene-4-sulfonic acid 2-[6,7-dimethoxy-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethyl ester 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 32884-23-4 2-benzyloxy-4-methoxybenzaldehyde 
• 138518-16-8 4-benzyloxy-6-methoxy-1H-indole 
• 138540-76-8 6-methoxy-4-phenylmethoxy-N,N-dimethyl-3-(1H)-indolemethanamine 
• 143878-17-5 2-(4-Benzyloxy-6-methoxy-1H-indol-3-yl)-ethylamine 
• 138518-15-7 4-(benzyloxy)-6-methoxyindole-2-carboxylic acid 
• 134755-23-0 <4-(benzyloxy)-6-methoxy-3-indolyl>acetonitrile 
• 143878-19-7 [2-(4-Hydroxy-6-methoxy-1H-indol-3-yl)-ethyl]-carbamic acid 2-trimethylsilanyl-ethyl ester 

Downstream Products

• 137022-91-4 7-<<2-(3,5-dibromo-4-hydroxyphenyl)ethyl>amino>-1,3,4,8-tetrahydropyrrolo<4,3,2-de>quinolin-8-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 
• 590385-88-9 7-[2-(3-bromo-4-tert-butyldimethylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one 
• 613223-70-4 7-[2-(3-bromo-4-hydroxyphenyl)-1-(triisopropylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one 
• 613223-72-6 7-[2-(3-bromo-4-hydroxyphenyl)-1-(tert-butyldiphenylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one 
• 220034-59-3 7-(4-hydroxyphenethylamino)-1-tosyl-3,4-dihydropyrrolo[4,3,2-de]quinolin-8(1H)-one 
• 220034-64-0 7-(3,5-dibromo-4-hydroxyphenethylamino)-1-tosyl-3,4-dihydropyrrolo[4,3,2-de]quinolin-8(1H)-one 
• 613223-61-3 (+)-5-(toluene-4-sulfonyl)-3,5,7,8,9,10-hexahydro-2H-1,5,7-triazaacephenanthrylen-6-one-8-methoxy-10-spiro-4'-(2'-bromo)cyclohexa-2',5'-dien-1'-one 
• 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 
• 613223-81-7 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 
• 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 
• 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 

Relevant academic research and scientific papers

Novel and efficient synthesis of pyrroloiminoquinones using a hypervalent iodine(III) reagent

A novel and efficient route involving an intramolecular cyclization of 3-(azidoethyl)indole derivatives using a hypervalent iodine(III) reagent has been developed for the synthesis of pyrroloiminoquinones.

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 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

Development of novel reactions using hypervalent iodine(III) reagents: Total synthesis of sulfur-containing pyrroloiminoquinone marine product, (±)-makaluvamine F

Novel and efficient intramolecular nucleophilic substitution reactions of phenol ethers using activated hypervalent iodine species have been developed and their application to the total synthesis of strongly cytotoxic makaluvamine F (1), a member of sulfur-containing pyrroloiminoquinone marine products, is described.

Synthesis of pyrrolo[4,3,2-de]quinolines from 6,7-dimethoxy-4-methylquinoline. Formal total syntheses of damirones A and B, batzelline C, isobatzelline C, discorhabdin C, and makaluvamines A-D

2-Amino-4-nitrophenol and 2-methoxy-5-nitroaniline were converted into the 5-nitroquinolines 6b and 6d, respectively, and then the latter into nitro-acetal 6f. 6,7-Dimethoxy-4-methylquinoline (6g) was nitrated at C-5 and then the methyl substituent conver

Efficient syntheses of the marine alkaloids makaluvamine D and discorhabdin C: The 4,6,7-trimethoxyindole approach

A new and efficient synthesis of the tricyclic quinonimine 20 as its trifluoroacetate 23 has been developed starting from the commercially available 2,4,5-trimethoxybenzaldehyde and proceeding via the hitherto unknown 4,6,7-trimethoxyindole (7). Quinonimi

Synthetic studies of the pyrroloquinoline nucleus of the makaluvamine alkaloids. Synthesis of the topoisomerase II inhibitor makaluvamine D

A new synthesis of the pyrrolo[4,3,2-de]quinoline system characteristic of a class of marine alkaloids which includes the prianosins, discorhabdins, and other antineoplastic agents has been developed. The approach is exemplified in a total synthesis of ma

Total synthesis of discorhabdin C: A general aza spiro dienone formation from O-silylated phenol derivatives using a hypervalent iodine reagent

Hypervalent iodine oxidation of O-silylated phenols bearing various types of aminoquinones at the para position in 2,2,2-trifluoroethanol gave azacarbocyclic spiro dienones in good yields. Using this method, the first total synthesis of discorhabdin C, wh