3-{2-[1,1,3,3-Tetraoxo-2-(2-trimethylsilanyl-ethoxy)-2,3-dihydro-1H-1λ⁶,3λ⁶-benzo[1,3]dithiol-2-yl]-ethyl}-1-(toluene-4-sulfonyl)-1H-indole

Base Information

• Chemical Name: 3-{2-[1,1,3,3-Tetraoxo-2-(2-trimethylsilanyl-ethoxy)-2,3-dihydro-1H-1λ⁶,3λ⁶-benzo[1,3]dithiol-2-yl]-ethyl}-1-(toluene-4-sulfonyl)-1H-indole
• CAS No.: 89414-32-4
• Molecular Formula: C₂₉H₃₃NO₇S₃Si
• Molecular Weight: 631.867

Synonyms:3-{2-[1,1,3,3-Tetraoxo-2-(2-trimethylsilanyl-ethoxy)-2,3-dihydro-1H-1λ⁶,3λ⁶-benzo[1,3]dithiol-2-yl]-ethyl}-1-(toluene-4-sulfonyl)-1H-indole

Chemical Property of 3-{2-[1,1,3,3-Tetraoxo-2-(2-trimethylsilanyl-ethoxy)-2,3-dihydro-1H-1λ⁶,3λ⁶-benzo[1,3]dithiol-2-yl]-ethyl}-1-(toluene-4-sulfonyl)-1H-indole

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Technology Process of 3-{2-[1,1,3,3-Tetraoxo-2-(2-trimethylsilanyl-ethoxy)-2,3-dihydro-1H-1λ⁶,3λ⁶-benzo[1,3]dithiol-2-yl]-ethyl}-1-(toluene-4-sulfonyl)-1H-indole

There total 4 articles about 3-{2-[1,1,3,3-Tetraoxo-2-(2-trimethylsilanyl-ethoxy)-2,3-dihydro-1H-1λ⁶,3λ⁶-benzo[1,3]dithiol-2-yl]-ethyl}-1-(toluene-4-sulfonyl)-1H-indole 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: 48.0%

3-(2-Bromo-ethyl)-1-(toluene-4-sulfonyl)-1H-indole + Trimethyl-[2-(1,1,3,3-tetraoxo-2,3-dihydro-1H-1λ6,3λ6-benzo[1,3]dithiol-2-yloxy)-ethyl]-silane (89414-27-7) → 3-{2-[1,1,3,3-Tetraoxo-2-(2-trimethylsilanyl-ethoxy)-2,3-dihydro-1H-1λ6,3λ6-benzo[1,3]dithiol-2-yl]-ethyl}-1-(toluene-4-sulfonyl)-1H-indole (89414-32-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 12h;

DOI:10.1021/ja00320a060

Reference yield:

benzenedizolium-2-carboxylate (1608-42-0) → 3-{2-[1,1,3,3-Tetraoxo-2-(2-trimethylsilanyl-ethoxy)-2,3-dihydro-1H-1λ6,3λ6-benzo[1,3]dithiol-2-yl]-ethyl}-1-(toluene-4-sulfonyl)-1H-indole (89414-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / thermolysis

2: 63 percent / MoO₅, HMPA, H₂O / CH₂Cl₂ / 0 degC to r.t.

3: 48 percent / Cs₂CO₃ / dimethylformamide / 12 h / 50 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; water; {MoO(O₂)2}; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00320a060

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → 3-{2-[1,1,3,3-Tetraoxo-2-(2-trimethylsilanyl-ethoxy)-2,3-dihydro-1H-1λ6,3λ6-benzo[1,3]dithiol-2-yl]-ethyl}-1-(toluene-4-sulfonyl)-1H-indole (89414-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / thermolysis

2: 63 percent / MoO₅, HMPA, H₂O / CH₂Cl₂ / 0 degC to r.t.

3: 48 percent / Cs₂CO₃ / dimethylformamide / 12 h / 50 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; water; {MoO(O₂)2}; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00320a060

upstream raw materials:

Trimethyl-[2-(1,1,3,3-tetraoxo-2,3-dihydro-1H-1λ⁶,3λ⁶-benzo[1,3]dithiol-2-yloxy)-ethyl]-silane

benzenedizolium-2-carboxylate

2-(Trimethylsilyl)ethanol

[2-(Benzo[1,3]dithiol-2-yloxy)-ethyl]-trimethyl-silane

Downstream raw materials:

methyl 3-[N-(p-toluenesulfonyl)indol-3-yl]propionate

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