5-[2-amino-6-(2-carboxyethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester

Base Information

Chemical Name:5-[2-amino-6-(2-carboxyethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester
CAS No.:1052647-40-1
Molecular Formula:C₂₀H₂₅N₃O₄S
Molecular Weight:403.502
Hs Code.:

Synonyms:5-[2-amino-6-(2-carboxyethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester

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Chemical Property of 5-[2-amino-6-(2-carboxyethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester

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Technology Process of 5-[2-amino-6-(2-carboxyethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester

There total 5 articles about 5-[2-amino-6-(2-carboxyethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester 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: 75.0%

: 1052647-13-8
5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester

: 107-96-0
3-mercaptopropionic acid

: 1052647-40-1
5-[2-amino-6-(2-carboxyethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 2h;
DOI:10.1016/j.bmcl.2011.11.100

Reference yield:

: 742081-03-4
5-iodo-2,4-dimethylbenzoic acid

: 1052647-40-1
5-[2-amino-6-(2-carboxyethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene / 2 h / 80 °C

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 18 h / 80 °C

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / 1,4-dioxane; water / 0.17 h / 80 °C

3.2: 19 h / 80 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydrogencarbonate; caesium carbonate; In 1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2011.11.100

Reference yield:

: 1052647-14-9
5-iodo-2,4-dimethylbenzoic acid tert-butyl ester

: 1052647-40-1
5-[2-amino-6-(2-carboxyethylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 18 h / 80 °C

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / 1,4-dioxane; water / 0.17 h / 80 °C

2.2: 19 h / 80 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydrogencarbonate; caesium carbonate; In 1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.11.100