203719-72-6

Basic information

• Product Name: 2-[1-(2-{3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide
• Synonyms: 2-[1-(2-{3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide
• CAS NO: 203719-72-6
• Molecular Weight: 787.086
• Mol File: 203719-72-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-[1-(2-{3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[1-(2-{3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide(203719-72-6)
• EPA Substance Registry System: 2-[1-(2-{3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide(203719-72-6)

Safety Data

• Hazardous Substances Data: 203719-72-6(Hazardous Substances Data)

Upstream product

• 203250-10-6 2-[3-(tert-Butyl-diphenyl-silanyloxy)-1-trityloxymethyl-propoxy]-ethanol 
• 203250-09-3 (3-Allyloxy-4-trityloxy-butoxy)-tert-butyl-diphenyl-silane 
• 203250-25-3 4-(tert-Butyl-diphenyl-silanyloxy)-1-trityloxy-butan-2-ol 
• 203250-08-2 4-((tert-butyldiphenylsilyl)oxy)butane-1,2-diol 
• 76-83-5 trityl chloride 
• 879-37-8 3-indolylacetamide 
• 203250-11-7 Methanesulfonic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-1-trityloxymethyl-propoxy]-ethyl ester 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 203719-73-7 4-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]-3-(indol-3-yl)-3-pyrroline-2,5-dione 
• 203719-75-9 4-[1-(2-{3-bromo-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]-3-(indol-3-yl)-3-pyrroline-2,5-dione 
• 203719-71-5 2-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide 

Relevant articles and documents

Cyclization strategies for the synthesis of macrocyclic bisindolylmaleimides

Three new approaches to the synthesis of macrocyclic bisindolylmaleimides 1-4 have been identified. Two strategies afford 8, the penultimate intermediate for the synthesis of 1-4, in 73% and 32% yield by intramolecular cyclization of 31 and 40, respectively. The optimum synthesis of 1 was achieved in nine steps and 15% yield by intramolecular formation of the macrocycle and maleimide in one step by reaction of the sodium indolate of 12 with methyl indole-3-glyoxylate 47. The mechanism of this reaction has been elucidated, using the trityl-protected derivative, to involve initial formation of the tricarbonyl imide 48, followed by irreversible alkylation of the indole nitrogen to generate the 17-membered macrocycle 49. Cyclization of 49 to hydroxymaleimide 50 and subsequent dehydration afforded 8a. This approach eliminated the problem of dimerization observed in the intramolecular cyclization reactions.