1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone

Base Information

Chemical Name:1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone
CAS No.:341998-52-5
Molecular Formula:C₂₇H₂₅BrN₂O₄S
Molecular Weight:553.476
Hs Code.:

1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1<i>H</i>-indol-3-yl]-3-dimethylamino-propenone

Synonyms:1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone

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Chemical Property of 1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone

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Technology Process of 1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone

There total 11 articles about 1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone 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: 45.0%

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 290333-08-3
N-tosyl-3-acetyl-4-benzyloxy-7-bromoindole

: 341998-52-5
1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone

Guidance literature:: In N,N-dimethyl-formamide; at 110 ℃; for 4h;
DOI:10.1016/S0040-4020(01)00102-8

Reference yield:

: 121124-94-5
2-benzyloxy-5-bromobenzaldehyde

: 341998-52-5
1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / EtONa / ethanol / 72 h / -15 °C

2.1: 92 percent / toluene / 12 h / Heating

3.1: 99 percent / LiOH; H₂O / tetrahydrofuran / 48 h / 20 °C

4.1: 72 percent / Cu; quinoline / 2 h / 235 °C

5.1: 89 percent / SnCl₄ / benzene / 2 h / 0 °C

6.1: NaH / dimethylformamide / 1 h / 20 °C

6.2: 55 percent / dimethylformamide / 2 h / 20 °C

7.1: 45 percent / dimethylformamide / 4 h / 110 °C

With quinoline; lithium hydroxide; water; sodium ethanolate; tin(IV) chloride; copper; sodium hydride; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4020(01)00102-8

Reference yield:

: 290333-11-8
4-benzyloxy-7-bromoindole

: 341998-52-5
1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / SnCl₄ / benzene / 2 h / 0 °C

2.1: NaH / dimethylformamide / 1 h / 20 °C

2.2: 55 percent / dimethylformamide / 2 h / 20 °C

3.1: 45 percent / dimethylformamide / 4 h / 110 °C

With tin(IV) chloride; sodium hydride; In N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)00102-8