N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide

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Chemical Name:N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide
CAS No.:1449748-85-9
Molecular Formula:C₃₇H₃₄ClN₃O₅SSi
Molecular Weight:696.299
Hs Code.:

Synonyms:N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide

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Chemical Property of N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide

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Technology Process of N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide

There total 7 articles about N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide 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: 92.0%

: 1449748-84-8
2-(2-(6-chloroquinolin-2-yl)thiazol-4-yl)-6-(hydroxymethyl)-3-methoxy-4H-pyran-4-one

: 91578-89-1
2-((tert-butyldiphenylsilyl)oxy)ethanamine

: 1449748-85-9
N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide

Guidance literature:: With sodium cyanide; manganese dioxide; In ethanol; for 1h; Reflux;
DOI:10.1016/j.tet.2013.07.033

Reference yield:

: 1449748-87-1
6-bromo-5-hydroxy-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]-4H-pyran-4-one

: 1449748-85-9
N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium hydroxide / dimethyl sulfoxide / 10 h / 20 °C

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

3: sodium cyanide; manganese dioxide / ethanol / 1 h / Reflux

With sodium cyanide; manganese dioxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium hydroxide; In 1,4-dioxane; ethanol; dimethyl sulfoxide;
DOI:10.1016/j.tet.2013.07.033

Reference yield:

: 1449748-82-6
2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

: 1449748-85-9
N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

2: sodium cyanide; manganese dioxide / ethanol / 1 h / Reflux

With sodium cyanide; manganese dioxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; ethanol;
DOI:10.1016/j.tet.2013.07.033