trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic acid

Base Information

Chemical Name:trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic acid
CAS No.:951655-68-8
Molecular Formula:C₂₄H₁₇NO₅S
Molecular Weight:431.469
Hs Code.:

Synonyms:trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic acid

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Chemical Property of trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic acid

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Technology Process of trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic acid

There total 6 articles about trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic 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: 59.0%

: 951655-65-5
trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic acid tert-butyl ester

: 951655-68-8
trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic acid

Guidance literature:: With trifluoroacetic acid; at 20 ℃; for 1h;
DOI:10.1021/jm0703136

Reference yield:

: 951655-56-4
4-[1,3]dioxolan-2-ylbenzoyl chloride

: 951655-68-8
trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

1.2: 42 percent / hexane; tetrahydrofuran / -78 - 20 °C

2.1: 60 percent / aq. HClO₄ / CH₂Cl₂ / 0 °C

3.1: 82 percent / aq. NaOH; NEt₃ / CH₂Cl₂ / 1 h / 20 °C

4.1: 59 percent / TFA / 1 h / 20 °C

With sodium hydroxide; n-butyllithium; perchloric acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; 3.1: Wittig olefination;
DOI:10.1021/jm0703136

Reference yield:

: 951655-59-7
(1-benzenesulfonyl-1H-indol-2-yl)-(4-[1,3]dioxolan-2-yl-phenyl)methanone

: 951655-68-8
trans-3-[4-(1-benzenesulfonyl-1H-indole-2-carbonyl)phenyl]acrylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / aq. HClO₄ / CH₂Cl₂ / 0 °C

2: 82 percent / aq. NaOH; NEt₃ / CH₂Cl₂ / 1 h / 20 °C

3: 59 percent / TFA / 1 h / 20 °C

With sodium hydroxide; perchloric acid; triethylamine; trifluoroacetic acid; In dichloromethane; 2: Wittig olefination;
DOI:10.1021/jm0703136