4-(8-((5-cyclopropyl-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid

Base Information

Chemical Name:4-(8-((5-cyclopropyl-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid
CAS No.:1360914-29-9
Molecular Formula:C₂₄H₂₇N₃O₅
Molecular Weight:437.495
Hs Code.:

Synonyms:4-(8-((5-cyclopropyl-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid

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Chemical Property of 4-(8-((5-cyclopropyl-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid

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Technology Process of 4-(8-((5-cyclopropyl-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid

There total 6 articles about 4-(8-((5-cyclopropyl-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid 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: 16.2%

: 126689-01-8
cyclopropylboronic acid pinacol ester

: methyl 4-(8-((5-bromo-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoate

: 1360914-29-9
4-(8-((5-cyclopropyl-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; In 1,4-dioxane; water; at 120 ℃; for 0.5h; Microwave irradiation;
DOI:10.1021/acsmedchemlett.8b00306

Reference yield:

: 1360911-53-0
tert-butyl 3-[4-(methoxycarbonyl)phenyl]-2-oxo-1-oxa-3,8-diazaspiro[4.5]decane-8-carboxylate

: 1360914-29-9
4-(8-((5-cyclopropyl-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; acetic acid; sodium tris(acetoxy)borohydride / N,N-dimethyl-formamide / 20 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate / water; 1,4-dioxane / 0.5 h / 120 °C / Microwave irradiation

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/acsmedchemlett.8b00306

Reference yield:

: 619-42-1
4-methoxycarbonylphenyl bromide

: 1360914-29-9
4-(8-((5-cyclopropyl-2-methoxypyridin-3-yl)methyl)-2-oxo-1-oxa-3,8-diazaspiro[4.5]decan-3-yl)benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: caesium carbonate; copper(l) iodide; N,N`-dimethylethylenediamine / 18 h / Inert atmosphere

2: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; acetic acid; sodium tris(acetoxy)borohydride / N,N-dimethyl-formamide / 20 °C

4: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate / water; 1,4-dioxane / 0.5 h / 120 °C / Microwave irradiation

With hydrogenchloride; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; sodium tris(acetoxy)borohydride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; N,N`-dimethylethylenediamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/acsmedchemlett.8b00306