(Z)-2-(Thien-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid

Base Information

Chemical Name:(Z)-2-(Thien-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid
CAS No.:179328-07-5
Molecular Formula:C₂₅H₁₉Cl₂NO₆S₂
Molecular Weight:564.467
Hs Code.:

Synonyms:(Z)-2-(Thien-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid

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Chemical Property of (Z)-2-(Thien-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid

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Technology Process of (Z)-2-(Thien-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid

There total 6 articles about (Z)-2-(Thien-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic 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: 77.0%

: 179328-06-4
3-(2-tert-butoxycarbonyl-2-thiophen-2-yl-vinyl)-4,6-dichloro-1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester

: 179328-07-5
(Z)-2-(Thien-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1021/jm0491849

Reference yield:

: 179106-92-4
4,6-dichloro-3-formyl-1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester

: 179328-07-5
(Z)-2-(Thien-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid

Guidance literature:: Multi-step reaction with 3 steps

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

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

2.1: 88 percent / tri-2-furylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾; K₂CO₃ / tetrahydrofuran / 55 - 60 °C

3.1: 77 percent / TFA / CH₂Cl₂ / 0.25 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; potassium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1.2: Horner-Emmons reaction / 2.1: Suzuki-Miyaura reaction;
DOI:10.1021/jm0491849

Reference yield:

: 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

: 179328-07-5
(Z)-2-(Thien-2-yl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / tri-2-furylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾; K₂CO₃ / tetrahydrofuran / 55 - 60 °C

2: 77 percent / TFA / CH₂Cl₂ / 0.25 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1: Suzuki-Miyaura reaction;
DOI:10.1021/jm0491849