[(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Base Information

Chemical Name:[(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester
CAS No.:1433280-48-8
Molecular Formula:C₂₇H₃₆BN₅O₅
Molecular Weight:521.424
Hs Code.:

[(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Synonyms:[(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

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Chemical Property of [(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

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Technology Process of [(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

There total 11 articles about [(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl 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: 65.0%

: 1256389-47-5
((S)-1-{(2S,4S)-2-[4-(4-bromo-phenyl)-1H-imidazol-2-yl]-4-cyano-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester

: 73183-34-3
bis(pinacol)diborane

: 1433280-48-8
[(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; Inert atmosphere; Reflux;

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 1433280-48-8
[(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine / dichloromethane / 20 °C

2.1: triethylamine / dichloromethane / 1.83 h / 0 - 20 °C

3.1: dimethyl sulfoxide / 72 h / 55 °C / Inert atmosphere

4.1: sodium hydroxide; water / methanol / 20 °C

4.2: pH 2

5.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C / Inert atmosphere

6.1: ammonium acetate / toluene / 1.5 h / Inert atmosphere; Reflux

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

8.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 1 h / 20 °C / Inert atmosphere

9.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / Inert atmosphere; Reflux

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; ammonium acetate; water; potassium acetate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;

Reference yield:

: 84520-67-2
(2S,4R)-4-(methylsulfonyloxy)pyrrolidine-1,2-dicarboxylic acid 1-tert-butylester-2-methylester

: 1433280-48-8
[(S)-1-((2S,4S)-4-cyano-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: dimethyl sulfoxide / 72 h / 55 °C / Inert atmosphere

2.1: sodium hydroxide; water / methanol / 20 °C

2.2: pH 2

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C / Inert atmosphere

4.1: ammonium acetate / toluene / 1.5 h / Inert atmosphere; Reflux

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

6.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 1 h / 20 °C / Inert atmosphere

7.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / Inert atmosphere; Reflux

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; ammonium acetate; water; potassium acetate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;