trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide

Base Information

Chemical Name:trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide
CAS No.:468718-27-6
Molecular Formula:C₂₁H₁₉N₃O₄S
Molecular Weight:409.466
Hs Code.:

Synonyms:trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide

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Chemical Property of trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide

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Technology Process of trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide

There total 4 articles about trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide 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%

: 468718-26-5
3-formyl-1-(4-toluenesulfonyl)-1H-indole-6-carbonitrile

: 124931-12-0
diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate

: 468718-27-6
trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide

Guidance literature:: diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate; With sodium hydride; In tetrahydrofuran; at 20 ℃;

3-formyl-1-(4-toluenesulfonyl)-1H-indole-6-carbonitrile; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/jm0503291

Reference yield: 77.0%

: 468718-27-6
trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide

Guidance literature:

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 468718-27-6
trans-3-[6-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 88 percent / triethylamine / CH₂Cl₂ / 20 °C

2.1: NaH / tetrahydrofuran / 20 °C

2.2: 77 percent / tetrahydrofuran / 0 °C

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm0503291