N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

Base Information

Chemical Name:N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
CAS No.:1428649-15-3
Molecular Formula:C₄₅H₄₇N₃O₂SSi
Molecular Weight:722.039
Hs Code.:

Synonyms:N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

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Chemical Property of N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

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Technology Process of N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

There total 4 articles about N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine 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: 71.0%

: 1394235-81-4
9-bromo-N-(tert-butyl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

: 1428649-02-8
4-[(tert-butyldiphenylsilyloxy)methyl]-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzophenone

: 1428649-15-3
N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In ethanol; water; toluene; for 1h; Reflux;
DOI:10.1016/j.bmc.2013.01.016

Reference yield:

: 1313217-83-2
4-hydroxymethyl-N-methoxy-N-methylbenzamide

: 1428649-15-3
N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; dmap / dichloromethane / 3 h / 20 °C

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.93 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / toluene; ethanol; water / 1 h / Reflux

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tert.-butyl lithium; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; pentane; 3.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2013.01.016

Reference yield:

: 3006-96-0
3-hydroxymethyl-benzoic acid

: 1428649-15-3
N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

2.1: triethylamine; dmap / dichloromethane / 3 h / 20 °C

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.93 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / toluene; ethanol; water / 1 h / Reflux

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tert.-butyl lithium; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; pentane; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2013.01.016