75400-66-7

Upstream product

• 553-90-2 Dimethyl oxalate 
• 40899-71-6 1-benzenesulfonylindole 
• 120-72-9 indole 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 131080-24-5 methyl 2-<2->-2-hydroxy-3-<3-(N-allylpiperidinyl)>propionate 
• 32588-36-6 indolylacetic acid 
• 74185-41-4 methyl α-methylene-1-(phenylsulfonyl)-1H-indole-2-acetate 
• 121268-85-7 1-carbomethoxy-1--2-(4-pyridyl)ethylene 

Relevant academic research and scientific papers

Synthesis of the Vinblastine-like Antitumor Bis-Indole Alkaloid Navelbine Analogue Desethyldihydronavelbine

(R)-(-)-Ethyl nipecotate 6 was converted into the N-allyl bromide 10 whose derived Grignard reagent 11 was added to N-(phenylsulfonyl)-2-(methoxyoxalyl)indole 12 to give the diastereomeric alcohols 13.Removal of the indole protecting group from 13 and coupling with vindoline gave the separable diastereomers 15(S) and 17(R).Deprotection of 15/17 and treatment with formaldehyde/acetic acid gave desethyldihydronavelbine 5, and its 18'-epimer 19.Only the natural 18'-epimer exhibited any antitumor activity.

Synthesis and in vitro antitumor activity of novel 2-alkyl-5- methoxycarbonyl-11-methyl-6H-pyrido[4,3-b]carbazol-2-ium and 2-alkylellipticin-2-ium chloride derivatives

Twenty-one types of novel ellipticine derivatives and pyridocarbazoles (5-methoxycarbonyl-11-methyl-6H-pyrido[4,3-b]carbazoles) with a nitrosourea moiety, linked by an oxydiethylene unit at the 2 position, were synthesized, and their cytotoxicity against HeLa S-3 cells was evaluated. Some of these new compounds exhibited potent antitumor activity by comparison with that of ellipticine.

Synthesis and Reactions of N-Protected 2-Lithiated Pyrroles and Indoles. The tert-Butoxycarbonyl Substituent as a Protecting Group

N-(tert-Butoxycarbonyl)pyrrole and N-(tert-butoxycarbonyl)indole have been prepared and lithiated at the 2-position with lithium 2,2,6,6-tetramethylpiperidide and tert-butyllithium, respectively.These lithium reagents react with a variety of electrophiles to give the 2-substituted N-(tert-butoxycarbonyl)pyrroles and N-(tert-butoxycarbonyl)indoles.The N-(tert-butoxycarbonyl) substituent may be removed rapidly and in high yield from the pyrrole derivatives under basic conditions.For the indole derivatives, the protecting group may be removed with either acidic or basic conditions.