3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-1H-indole-2-carboxylic acid allyl ester

Base Information

• Chemical Name: 3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-1H-indole-2-carboxylic acid allyl ester
• CAS No.: 245510-59-2
• Molecular Formula: C₂₃H₁₉Cl₂N₃O₄
• Molecular Weight: 472.328

Synonyms:3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-1H-indole-2-carboxylic acid allyl ester

Chemical Property of 3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-1H-indole-2-carboxylic acid allyl ester

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Technology Process of 3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-1H-indole-2-carboxylic acid allyl ester

There total 3 articles about 3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-1H-indole-2-carboxylic acid allyl 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: 60.0%

3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-indole-1,2-dicarboxylic acid 2-allyl ester 1-tert-butyl ester (245510-58-1) → 3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-1H-indole-2-carboxylic acid allyl ester (245510-59-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/(SICI)1521-4184(19998)332:8<271::AID-ARDP271>3.0.CO;2-X

Reference yield:

(acetylamino-phenylcarbamoyl-methyl)-phosphonic acid dimethyl ester → 3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-1H-indole-2-carboxylic acid allyl ester (245510-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / DBU / CH₂Cl₂ / 7 h / -20 °C

2: 60 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; 1: Condensation / 2: Decarboxylation;

DOI:10.1002/(SICI)1521-4184(19998)332:8<271::AID-ARDP271>3.0.CO;2-X

Reference yield:

4,6-dichloro-3-formyl-indole-1,2-dicarboxylic acid 2-allyl ester 1-tert-butyl ester → 3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-1H-indole-2-carboxylic acid allyl ester (245510-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / DBU / CH₂Cl₂ / 7 h / -20 °C

2: 60 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; 1: Condensation / 2: Decarboxylation;

DOI:10.1002/(SICI)1521-4184(19998)332:8<271::AID-ARDP271>3.0.CO;2-X

upstream raw materials:

3-(2-acetylamino-2-phenylcarbamoyl-vinyl)-4,6-dichloro-indole-1,2-dicarboxylic acid 2-allyl ester 1-tert-butyl ester

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