4-(((2S,5R)-1-(tert-butoxycarbonyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)pyrrolidin-2-yl)methyl)benzoic acid

Base Information

Chemical Name:4-(((2S,5R)-1-(tert-butoxycarbonyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)pyrrolidin-2-yl)methyl)benzoic acid
CAS No.:1269429-21-1
Molecular Formula:C₃₀H₄₃NO₅Si
Molecular Weight:525.761
Hs Code.:

Synonyms:4-(((2S,5R)-1-(tert-butoxycarbonyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)pyrrolidin-2-yl)methyl)benzoic acid

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Chemical Property of 4-(((2S,5R)-1-(tert-butoxycarbonyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)pyrrolidin-2-yl)methyl)benzoic acid

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Technology Process of 4-(((2S,5R)-1-(tert-butoxycarbonyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)pyrrolidin-2-yl)methyl)benzoic acid

There total 18 articles about 4-(((2S,5R)-1-(tert-butoxycarbonyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)pyrrolidin-2-yl)methyl)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: 99.0%

: 1269429-09-5
tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate

: 1269429-21-1
4-(((2S,5R)-1-(tert-butoxycarbonyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)pyrrolidin-2-yl)methyl)benzoic acid

Guidance literature:: tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-[4-(methoxycarbonyl)benzyl]pyrrolidine-1-carboxylate; With water; lithium hydroxide; In methanol; at 20 ℃;

With hydrogenchloride; In water; pH=4.5;

Reference yield:

: 1190391-64-0
4-methoxybenzyl {(1R)-1-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pent-4-yn-1-yl}carbamate

: 1269429-21-1
4-(((2S,5R)-1-(tert-butoxycarbonyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)pyrrolidin-2-yl)methyl)benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3.1: platinum(II) chloride / toluene / 6 h / 80 °C / Inert atmosphere

4.1: sodium tris(acetoxy)borohydride / dichloromethane / 0 - 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

6.1: triethylamine / palladium diacetate / 120 °C

7.1: water; lithium hydroxide / methanol / 20 °C

7.2: pH 4.5

With water; sodium tris(acetoxy)borohydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; platinum(II) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 589-87-7
1,4-bromoiodobenzene

: 1269429-21-1
4-(((2S,5R)-1-(tert-butoxycarbonyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)pyrrolidin-2-yl)methyl)benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3.1: platinum(II) chloride / toluene / 6 h / 80 °C / Inert atmosphere

4.1: sodium tris(acetoxy)borohydride / dichloromethane / 0 - 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

6.1: triethylamine / palladium diacetate / 120 °C

7.1: water; lithium hydroxide / methanol / 20 °C

7.2: pH 4.5

With water; sodium tris(acetoxy)borohydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; platinum(II) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;