(4-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indol-2-yl)methanone

Base Information

Chemical Name:(4-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indol-2-yl)methanone
CAS No.:896138-08-2
Molecular Formula:C₃₅H₃₃BrN₂O₆S₂Si
Molecular Weight:749.778
Hs Code.:

Synonyms:(4-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indol-2-yl)methanone

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Chemical Property of (4-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indol-2-yl)methanone

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Technology Process of (4-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indol-2-yl)methanone

There total 8 articles about (4-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indol-2-yl)methanone 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: 43.0%

: 896137-80-7
1-benzenesulfonyl-4-bromo-1H-indole-2-carbonyl chloride

: 896137-70-5
5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indole

: 896138-08-2
(4-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indol-2-yl)methanone

Guidance literature:: 5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

1-benzenesulfonyl-4-bromo-1H-indole-2-carbonyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃;
DOI:10.1021/jm058033i

Reference yield:

: 98-09-9
benzenesulfonyl chloride

: 896138-08-2
(4-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indol-2-yl)methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: 87 percent / tetrahydrofuran / 1 h

2.1: lithium diisopropylamide / tetrahydrofuran; heptane / 1 h / -78 °C

2.2: tetrahydrofuran; heptane / -78 - 20 °C

2.3: 63 percent / aq. HCl / CH₂Cl₂ / 1 h / Heating

3.1: 99 percent / SOCl₂ / 1 h / Heating

4.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

4.2: 43 percent / hexane; tetrahydrofuran / -78 - 20 °C

With n-butyllithium; thionyl chloride; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; n-heptane;
DOI:10.1021/jm058033i

Reference yield:

: 1215-59-4
5-benzyloxy-1H-indole

: 896138-08-2
(4-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-(tert-butyldimethylsilanyloxy)-1-phenylsulfonyl-1H-indol-2-yl)methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: 87 percent / tetrahydrofuran / 1 h

2.1: 86 percent / ammonium formate / Pd/C / methanol; tetrahydrofuran / 4 h / 40 - 60 °C

3.1: NaH / tetrahydrofuran / 1 h / 20 °C

3.2: 99 percent / tetrahydrofuran / 1 h / 40 °C

4.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

4.2: 43 percent / hexane; tetrahydrofuran / -78 - 20 °C

With n-butyllithium; ammonium formate; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane;
DOI:10.1021/jm058033i