3-{1-[benzyl-(2-trifluoromethanesulfonyloxyphenyl)carbamoyl]-3-methoxypropenyl}-indole-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3-{1-[benzyl-(2-trifluoromethanesulfonyloxyphenyl)carbamoyl]-3-methoxypropenyl}-indole-1-carboxylic acid tert-butyl ester
CAS No.:555153-75-8
Molecular Formula:C₃₂H₃₁F₃N₂O₇S
Molecular Weight:644.669
Hs Code.:

Synonyms:3-{1-[benzyl-(2-trifluoromethanesulfonyloxyphenyl)carbamoyl]-3-methoxypropenyl}-indole-1-carboxylic acid tert-butyl ester

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Chemical Property of 3-{1-[benzyl-(2-trifluoromethanesulfonyloxyphenyl)carbamoyl]-3-methoxypropenyl}-indole-1-carboxylic acid tert-butyl ester

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Technology Process of 3-{1-[benzyl-(2-trifluoromethanesulfonyloxyphenyl)carbamoyl]-3-methoxypropenyl}-indole-1-carboxylic acid tert-butyl ester

There total 2 articles about 3-{1-[benzyl-(2-trifluoromethanesulfonyloxyphenyl)carbamoyl]-3-methoxypropenyl}-indole-1-carboxylic acid tert-butyl ester 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:

: 192189-07-4
tert-butyl 3-iodo-1H-indol-1-carboxylate

: 555153-55-4
trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester

: 555153-75-8
3-{1-[benzyl-(2-trifluoromethanesulfonyloxyphenyl)carbamoyl]-3-methoxypropenyl}-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; In tetrahydrofuran; at 0 ℃; for 2h;

tert-butyl 3-iodo-1H-indol-1-carboxylate; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; trifuran-2-yl-phosphane; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h;
DOI:10.1021/ja034525d

Reference yield:

: 40888-03-7
3-benzyl-3H-benzoxazolan-2-one

: 555153-75-8
3-{1-[benzyl-(2-trifluoromethanesulfonyloxyphenyl)carbamoyl]-3-methoxypropenyl}-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

1.2: tetrahydrofuran / 6 h / -25 °C

1.3: 59 percent / tetrahydrofuran / -25 - 20 °C

2.1: Pd(PPh₃)4; n-Bu₃SnH / tetrahydrofuran / 2 h / 0 °C

2.2: 570 mg / Pd₂dba3*CHCl₃; P(2-furyl)3; CuI / 1-methyl-pyrrolidin-2-one / 24 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tri-n-butyl-tin hydride; In tetrahydrofuran; 2.2: Stille coupling;
DOI:10.1021/ja034525d

Reference yield:

: 555153-75-8
3-{1-[benzyl-(2-trifluoromethanesulfonyloxyphenyl)carbamoyl]-3-methoxypropenyl}-indole-1-carboxylic acid tert-butyl ester

: (Z)-1'-benzyl-3'-(2-methoxyvinyl)-2'-oxo-2',3'-dihydro-1H'[3,3']biindolyl-1-carboxylic acid tert-butyl ester

: (+)-1'-benzyl-3'-(2-methoxyvinyl)-2'-oxo-2',3'-dihydro-1H'[3,3']biindolyl-1-carboxylic acid tert-butyl ester

: (-)-1'-benzyl-3'-(2-methoxyvinyl)-2'-oxo-2',3'-dihydro-1H'[3,3']biindolyl-1-carboxylic acid tert-butyl ester

Guidance literature:: With 1,2,2,6,6-pentamethylpiperidine; palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; at 80 ℃; for 12h; Title compound not separated from byproducts;
DOI:10.1021/ja034525d