tert-butyl 3-(6-(5-(3-(5-tert-butyl-1-oxoisoindolin-2-yl)-2-(hydroxy-methyl)phenyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 3-(6-(5-(3-(5-tert-butyl-1-oxoisoindolin-2-yl)-2-(hydroxy-methyl)phenyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate
CAS No.:1361941-22-1
Molecular Formula:C₃₈H₄₃N₅O₅
Molecular Weight:649.79
Hs Code.:

tert-butyl 3-(6-(5-(3-(5-tert-butyl-1-oxoisoindolin-2-yl)-2-(hydroxy-methyl)phenyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate

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Chemical Property of tert-butyl 3-(6-(5-(3-(5-tert-butyl-1-oxoisoindolin-2-yl)-2-(hydroxy-methyl)phenyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate

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Technology Process of tert-butyl 3-(6-(5-(3-(5-tert-butyl-1-oxoisoindolin-2-yl)-2-(hydroxy-methyl)phenyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate

There total 10 articles about tert-butyl 3-(6-(5-(3-(5-tert-butyl-1-oxoisoindolin-2-yl)-2-(hydroxy-methyl)phenyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate 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:

: 870689-19-3
tert-butyl 3-(6-chloropyridin-3-yl)azetidine-1-carboxylate

: 1361941-22-1
tert-butyl 3-(6-(5-(3-(5-tert-butyl-1-oxoisoindolin-2-yl)-2-(hydroxy-methyl)phenyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 3 h / 100 °C / Reflux

2.1: hydroxylamine / water; methanol / 4 h / 20 °C

3.1: caesium carbonate / 1,4-dioxane / 0.5 h / Reflux

3.2: 3 h / 105 °C

4.1: sodium carbonate / N,N-dimethyl-formamide; 1,4-dioxane; water / 0.5 h / Inert atmosphere

4.2: 14 h / 120 °C / Reflux

With hydroxylamine; sodium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

Reference yield:

: 254454-54-1
tert-butyl-3-iodoazetidine-1-carboxylate

: 1361941-22-1
tert-butyl 3-(6-(5-(3-(5-tert-butyl-1-oxoisoindolin-2-yl)-2-(hydroxy-methyl)phenyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: chloro-trimethyl-silane; 1,1-dibromomethane; zinc / 1.67 h / 20 - 70 °C / Reflux

1.2: 16 h / 70 °C

2.1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 3 h / 100 °C / Reflux

3.1: hydroxylamine / water; methanol / 4 h / 20 °C

4.1: caesium carbonate / 1,4-dioxane / 0.5 h / Reflux

4.2: 3 h / 105 °C

5.1: sodium carbonate / N,N-dimethyl-formamide; 1,4-dioxane; water / 0.5 h / Inert atmosphere

5.2: 14 h / 120 °C / Reflux

With chloro-trimethyl-silane; hydroxylamine; sodium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; zinc; 1,1-dibromomethane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

Reference yield:

: 93701-32-7
2,6-dibromobenzyl bromide

: 1361941-22-1
tert-butyl 3-(6-(5-(3-(5-tert-butyl-1-oxoisoindolin-2-yl)-2-(hydroxy-methyl)phenyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere

2.1: caesium carbonate; N,N-dimethylethylenediamine / 1,4-dioxane / 0.5 h / Inert atmosphere; Reflux

2.2: 14 h / 105 °C

3.1: potassium acetate / 1,4-dioxane / 0.5 h / Reflux; Inert atmosphere

3.2: 14 h / 105 °C

4.1: sodium carbonate / N,N-dimethyl-formamide; 1,4-dioxane; water / 0.5 h / Inert atmosphere

4.2: 14 h / 120 °C / Reflux

With potassium acetate; sodium carbonate; caesium carbonate; N,N-dimethylethylenediamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;