1-pyridin-3-yl-9-(toluene-4-sulfonyl)-9H-β-carboline-3-carboxylic acid methyl ester

Base Information

Chemical Name:1-pyridin-3-yl-9-(toluene-4-sulfonyl)-9H-β-carboline-3-carboxylic acid methyl ester
CAS No.:1313483-66-7
Molecular Formula:C₂₅H₁₉N₃O₄S
Molecular Weight:457.51
Hs Code.:

Synonyms:1-pyridin-3-yl-9-(toluene-4-sulfonyl)-9H-β-carboline-3-carboxylic acid methyl ester

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Chemical Property of 1-pyridin-3-yl-9-(toluene-4-sulfonyl)-9H-β-carboline-3-carboxylic acid methyl ester

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Technology Process of 1-pyridin-3-yl-9-(toluene-4-sulfonyl)-9H-β-carboline-3-carboxylic acid methyl ester

There total 6 articles about 1-pyridin-3-yl-9-(toluene-4-sulfonyl)-9H-β-carboline-3-carboxylic acid methyl 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: 70.0%

: 887925-12-4
N-(2-ethynyl-phenyl)-4-methyl-N-pyridin-3-ylethynyl-benzenesulfonamide

: 17640-15-2
methyl cyanoformate

: 1313483-66-7
1-pyridin-3-yl-9-(toluene-4-sulfonyl)-9H-β-carboline-3-carboxylic acid methyl ester

Guidance literature:: With chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); In dichloromethane; at 35 ℃; for 2h; regioselective reaction; Inert atmosphere;
DOI:10.1039/c1cc11298h

Reference yield:

: 1148038-46-3
N-ethynyl-4-methyl-N-(2-((trimethylsilyl)ethynyl)phenyl)benzenesulfonamide

: 1313483-66-7
1-pyridin-3-yl-9-(toluene-4-sulfonyl)-9H-β-carboline-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.67 h / -78 - -40 °C / Inert atmosphere

1.2: 0.33 h / Inert atmosphere

1.3: 12 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

3.1: chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) / dichloromethane / 2 h / 35 °C / Inert atmosphere

With chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1.3: Negishi coupling reaction;
DOI:10.1039/c1cc11298h

Reference yield:

: 615-43-0
2-iodophenylamine

: 1313483-66-7
1-pyridin-3-yl-9-(toluene-4-sulfonyl)-9H-β-carboline-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2.1: pyridine / tetrahydrofuran / 20 °C / Inert atmosphere

3.1: potassium hexamethylsilazane / toluene / 0.5 h / 0 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.67 h / -78 - -40 °C / Inert atmosphere

4.2: 0.33 h / Inert atmosphere

4.3: 12 h / 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

6.1: chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) / dichloromethane / 2 h / 35 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); tetrabutyl ammonium fluoride; potassium hexamethylsilazane; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Sonogashira coupling / 4.3: Negishi coupling reaction;
DOI:10.1039/c1cc11298h