(R)-4-[1-Dimethylcarbamoyl-6-(4-fluoro-phenyl)-1H-indole-3-carbonyl]-2-pyridin-3-yl-thiazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(R)-4-[1-Dimethylcarbamoyl-6-(4-fluoro-phenyl)-1H-indole-3-carbonyl]-2-pyridin-3-yl-thiazolidine-3-carboxylic acid tert-butyl ester
CAS No.:1026250-41-8
Molecular Formula:C₃₁H₃₁FN₄O₄S
Molecular Weight:574.676
Hs Code.:

Synonyms:(R)-4-[1-Dimethylcarbamoyl-6-(4-fluoro-phenyl)-1H-indole-3-carbonyl]-2-pyridin-3-yl-thiazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (R)-4-[1-Dimethylcarbamoyl-6-(4-fluoro-phenyl)-1H-indole-3-carbonyl]-2-pyridin-3-yl-thiazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (R)-4-[1-Dimethylcarbamoyl-6-(4-fluoro-phenyl)-1H-indole-3-carbonyl]-2-pyridin-3-yl-thiazolidine-3-carboxylic acid tert-butyl ester

There total 6 articles about (R)-4-[1-Dimethylcarbamoyl-6-(4-fluoro-phenyl)-1H-indole-3-carbonyl]-2-pyridin-3-yl-thiazolidine-3-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: 93.0%

: 1765-93-1
4-fluoroboronic acid

: (R)-4-(6-Bromo-1-dimethylcarbamoyl-1H-indole-3-carbonyl)-2-pyridin-3-yl-thiazolidine-3-carboxylic acid tert-butyl ester

: 1026250-41-8
(R)-4-[1-Dimethylcarbamoyl-6-(4-fluoro-phenyl)-1H-indole-3-carbonyl]-2-pyridin-3-yl-thiazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,2-dimethoxyethane; at 85 ℃; for 7h;
DOI:10.1021/jm00039a015

Reference yield:

: 500-22-1
3-pyridinecarboxaldehyde

: 1026250-41-8
(R)-4-[1-Dimethylcarbamoyl-6-(4-fluoro-phenyl)-1H-indole-3-carbonyl]-2-pyridin-3-yl-thiazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / ethanol; H₂O / 5 h / 100 °C

2: 80 percent / NaOH / dioxane / 19 h

3: 1.) NaH, 2.) oxalyl chloride / 1.) CH₂Cl₂, until gas evolution ceased, 2.) CH₂Cl₂, RT, 30 min

4: 1.) ethylmagnesium bromide, 2.) ZnCl₂

5: 1.) KOH / 1.) DME, 0 deg C, 10 min, 2.) DME, RT, 30 min

6: 93 percent / aq. NaHCO₃, palladium tetrakis(triphenylphosphine) / 1,2-dimethoxy-ethane / 7 h / 85 °C

With potassium hydroxide; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; ethylmagnesium bromide; sodium hydride; sodium hydrogencarbonate; zinc(II) chloride; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water;
DOI:10.1021/jm00039a015

Reference yield:

: 59777-95-6
(2RS,4R)-2-(pyridin-3-yl)-4-thiazolidine-carboxylic acid

: 1026250-41-8
(R)-4-[1-Dimethylcarbamoyl-6-(4-fluoro-phenyl)-1H-indole-3-carbonyl]-2-pyridin-3-yl-thiazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / NaOH / dioxane / 19 h

2: 1.) NaH, 2.) oxalyl chloride / 1.) CH₂Cl₂, until gas evolution ceased, 2.) CH₂Cl₂, RT, 30 min

3: 1.) ethylmagnesium bromide, 2.) ZnCl₂

4: 1.) KOH / 1.) DME, 0 deg C, 10 min, 2.) DME, RT, 30 min

5: 93 percent / aq. NaHCO₃, palladium tetrakis(triphenylphosphine) / 1,2-dimethoxy-ethane / 7 h / 85 °C

With potassium hydroxide; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; ethylmagnesium bromide; sodium hydride; sodium hydrogencarbonate; zinc(II) chloride; In 1,4-dioxane; 1,2-dimethoxyethane;
DOI:10.1021/jm00039a015