(E)-2-(fur-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-butyl ester

Base Information

Chemical Name:(E)-2-(fur-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-butyl ester
CAS No.:179328-08-6
Molecular Formula:C₂₉H₂₇Cl₂NO₇S
Molecular Weight:604.508
Hs Code.:

Synonyms:(E)-2-(fur-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-butyl ester

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Chemical Property of (E)-2-(fur-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-butyl ester

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Technology Process of (E)-2-(fur-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-butyl ester

There total 7 articles about (E)-2-(fur-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-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: 17.0%

: 179106-70-8
(Z)-3-(2-bromo-2-(tert-butoxycarbonyl)vinyl)-4,6-dichloro-1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester

: 13331-23-2
fur-2-ylboronic acid

: 179328-08-6
(E)-2-(fur-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-butyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In toluene; at 90 ℃; for 1h;
DOI:10.1021/jm0491849

Reference yield:

: 179106-93-5
bromo(diethoxyphosphoryl)acetic acid tert-butyl ester

: 179328-08-6
(E)-2-(fur-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiHMDS / tetrahydrofuran / 0.17 h / -78 °C

1.2: 53 percent / tetrahydrofuran / 2 h / -78 - 20 °C

2.1: 17 percent / K₂CO₃; Pd(PPh₃)4 / toluene / 1 h / 90 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; 1.2: Horner-Emmons reaction / 2.1: Suzuki-Miyaura reaction;
DOI:10.1021/jm0491849

Reference yield:

: 179106-94-6
dibromo(diethoxyphosphoryl)acetic acid tert-butyl ester

: 179328-08-6
(E)-2-(fur-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / aq. SnCl₂ / 2-methyl-propan-2-ol / 0.25 h / cooling

2.1: LiHMDS / tetrahydrofuran / 0.17 h / -78 °C

2.2: 53 percent / tetrahydrofuran / 2 h / -78 - 20 °C

3.1: 17 percent / K₂CO₃; Pd(PPh₃)4 / toluene / 1 h / 90 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; tin(ll) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; tert-butyl alcohol; 2.2: Horner-Emmons reaction / 3.1: Suzuki-Miyaura reaction;
DOI:10.1021/jm0491849