1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid

Base Information

Chemical Name:1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid
CAS No.:1311149-95-7
Molecular Formula:C₂₃H₁₆N₂O₅S
Molecular Weight:432.456
Hs Code.:

Synonyms:1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid

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Chemical Property of 1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid

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Technology Process of 1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid

There total 5 articles about 1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: 1311149-92-4
methyl 1-(5-(tert-butoxycarbonyl)furan-2-yl)-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylate

: 1311149-95-7
1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; Inert atmosphere;
DOI:10.1002/ejoc.201100121

Reference yield:

: 585-70-6
5-bromo-furan-2-carboxylic acid

: 1311149-95-7
1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; dicyclohexyl-carbodiimide

2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

2.2: 22 °C / Inert atmosphere

2.3: 22 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride; water / tetrahydrofuran / 0 °C / Inert atmosphere

4.1: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere

5.1: water; lithium hydroxide / tetrahydrofuran / Inert atmosphere

With dmap; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; tetrabutyl ammonium fluoride; water; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; dicyclohexyl-carbodiimide; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1002/ejoc.201100121

Reference yield:

: 59862-83-8
tert-butyl 5-bromofuran-2-carboxylate

: 1311149-95-7
1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

1.2: 22 °C / Inert atmosphere

1.3: 22 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride; water / tetrahydrofuran / 0 °C / Inert atmosphere

3.1: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere

4.1: water; lithium hydroxide / tetrahydrofuran / Inert atmosphere

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; tetrabutyl ammonium fluoride; water; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1002/ejoc.201100121