(5-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)-1H-indol-2-yl)(4-chlorothieno[2,3-d]pyrimidin-6-yl)methanone

Base Information

Chemical Name:(5-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)-1H-indol-2-yl)(4-chlorothieno[2,3-d]pyrimidin-6-yl)methanone
CAS No.:1355969-48-0
Molecular Formula:C₂₇H₂₆ClN₃O₄S₂Si
Molecular Weight:584.192
Hs Code.:

Synonyms:(5-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)-1H-indol-2-yl)(4-chlorothieno[2,3-d]pyrimidin-6-yl)methanone

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Chemical Property of (5-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)-1H-indol-2-yl)(4-chlorothieno[2,3-d]pyrimidin-6-yl)methanone

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Technology Process of (5-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)-1H-indol-2-yl)(4-chlorothieno[2,3-d]pyrimidin-6-yl)methanone

There total 3 articles about (5-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)-1H-indol-2-yl)(4-chlorothieno[2,3-d]pyrimidin-6-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: 54.0%

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

: 86762-06-3
4-chlorothieno[2,3-d]pyrimidine-6-carbonyl chloride

: 1355969-48-0
(5-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)-1H-indol-2-yl)(4-chlorothieno[2,3-d]pyrimidin-6-yl)methanone

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

4-chlorothieno[2,3-d]pyrimidine-6-carbonyl chloride; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.11.023

Reference yield:

: 14080-59-2
4-chlorothieno[2,3-d]pyrimidine

: 1355969-48-0
(5-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)-1H-indol-2-yl)(4-chlorothieno[2,3-d]pyrimidin-6-yl)methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 4 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: thionyl chloride / 3 h / Inert atmosphere; Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

With n-butyllithium; thionyl chloride; In tetrahydrofuran; hexane;
DOI:10.1016/j.bmc.2011.11.023

Reference yield:

: 86825-96-9
4-chlorothieno[2,3-d]pyrimidine-6-carboxylic acid

: 1355969-48-0
(5-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)-1H-indol-2-yl)(4-chlorothieno[2,3-d]pyrimidin-6-yl)methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: thionyl chloride / 3 h / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With n-butyllithium; thionyl chloride; In tetrahydrofuran; hexane;
DOI:10.1016/j.bmc.2011.11.023