N-(p-tolylsulfonyl)-3-(3'-carboxyprop-1'-enyl)-5-methoxy-2-methylindole

Base Information

Chemical Name:N-(p-tolylsulfonyl)-3-(3'-carboxyprop-1'-enyl)-5-methoxy-2-methylindole
CAS No.:109908-82-9
Molecular Formula:C₂₁H₂₁NO₅S
Molecular Weight:399.467
Hs Code.:

Synonyms:N-(p-tolylsulfonyl)-3-(3'-carboxyprop-1'-enyl)-5-methoxy-2-methylindole

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Chemical Property of N-(p-tolylsulfonyl)-3-(3'-carboxyprop-1'-enyl)-5-methoxy-2-methylindole

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Technology Process of N-(p-tolylsulfonyl)-3-(3'-carboxyprop-1'-enyl)-5-methoxy-2-methylindole

There total 7 articles about N-(p-tolylsulfonyl)-3-(3'-carboxyprop-1'-enyl)-5-methoxy-2-methylindole 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: 94.5%

: 109908-81-8
N-(p-tolylsulfonyl)-3-(3'-carbomethoxyprop-1'-enyl)-5-methoxy-2-methylindole

: 109908-82-9
N-(p-tolylsulfonyl)-3-(3'-carboxyprop-1'-enyl)-5-methoxy-2-methylindole

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; methanol; at 40 ℃; for 3h;
DOI:10.1021/jm00394a020

Reference yield:

: 1076-74-0
5-methoxy-2-methyl-1H-indole

: 109908-82-9
N-(p-tolylsulfonyl)-3-(3'-carboxyprop-1'-enyl)-5-methoxy-2-methylindole

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) MeMgBr / 1.) THF, RT, 30 min, 2.) THF, from 0 deg C to RT, 45 min

2: 90 percent / BF₃*Et₂O / 0.42 h / Heating

3: 54 percent / K₂CO₃ / butan-2-one / 3 h / Heating

4: 82.6 percent / NaBH₄ / methanol; tetrahydrofuran / 1.5 h / 0 °C

5: 89.2 percent / TsOH*H₂O / toluene / 4 h / 75 °C

6: 94.5 percent / 1 N KOH / tetrahydrofuran; methanol / 3 h / 40 °C

With potassium hydroxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; methylmagnesium bromide; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; toluene; butanone;
DOI:10.1021/jm00394a020

Reference yield:

: 109908-92-1
4-(5-Methoxy-2-methyl-1H-indol-3-yl)-4-oxo-butyric acid

: 109908-82-9
N-(p-tolylsulfonyl)-3-(3'-carboxyprop-1'-enyl)-5-methoxy-2-methylindole

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / BF₃*Et₂O / 0.42 h / Heating

2: 54 percent / K₂CO₃ / butan-2-one / 3 h / Heating

3: 82.6 percent / NaBH₄ / methanol; tetrahydrofuran / 1.5 h / 0 °C

4: 89.2 percent / TsOH*H₂O / toluene / 4 h / 75 °C

5: 94.5 percent / 1 N KOH / tetrahydrofuran; methanol / 3 h / 40 °C

With potassium hydroxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; toluene; butanone;
DOI:10.1021/jm00394a020