N-((((2S)-1-(N-benzoyl-L-alanyl)pyrrolidin-2-yl )methyl)-sulfonyl)-L-phenylalanine isopropylamide

Base Information

Chemical Name:N-((((2S)-1-(N-benzoyl-L-alanyl)pyrrolidin-2-yl )methyl)-sulfonyl)-L-phenylalanine isopropylamide
CAS No.:1420598-87-3
Molecular Formula:C₂₇H₃₆N₄O₅S
Molecular Weight:528.673
Hs Code.:

Synonyms:N-((((2S)-1-(N-benzoyl-L-alanyl)pyrrolidin-2-yl )methyl)-sulfonyl)-L-phenylalanine isopropylamide

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Chemical Property of N-((((2S)-1-(N-benzoyl-L-alanyl)pyrrolidin-2-yl )methyl)-sulfonyl)-L-phenylalanine isopropylamide

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Technology Process of N-((((2S)-1-(N-benzoyl-L-alanyl)pyrrolidin-2-yl )methyl)-sulfonyl)-L-phenylalanine isopropylamide

There total 4 articles about N-((((2S)-1-(N-benzoyl-L-alanyl)pyrrolidin-2-yl )methyl)-sulfonyl)-L-phenylalanine isopropylamide 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: 52.0%

: 1420598-93-1
N-((((2S)-1-(N-tert-butyloxycarbonyl-L-alanyl)pyrrolidin-2-yl)-methyl)sulfonyl)-L-phenylalanine isopropylamide

: 98-88-4
benzoyl chloride

: 1420598-87-3
N-((((2S)-1-(N-benzoyl-L-alanyl)pyrrolidin-2-yl )methyl)-sulfonyl)-L-phenylalanine isopropylamide

Guidance literature:: N-((((2S)-1-(N-tert-butyloxycarbonyl-L-alanyl)pyrrolidin-2-yl)-methyl)sulfonyl)-L-phenylalanine isopropylamide; With hydrogenchloride; In 1,4-dioxane; for 2h;

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; for 0.5h;

benzoyl chloride; In 1,4-dioxane; dichloromethane; at -10 - 20 ℃; for 1h;
DOI:10.1039/c2ob27058g

Reference yield:

: 212204-36-9
Cbz-Pro-ψ[CH2SO2]-Cl

: 1420598-87-3
N-((((2S)-1-(N-benzoyl-L-alanyl)pyrrolidin-2-yl )methyl)-sulfonyl)-L-phenylalanine isopropylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 0 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

3.1: benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h / -10 - 20 °C

4.1: hydrogenchloride / 1,4-dioxane / 2 h

4.2: 0.5 h

4.3: 1 h / -10 - 20 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2ob27058g

Reference yield:

: 1420598-89-5
N-((((2S)-1-benzyloxycarbonylpyrrolidin-2-yl)methyl)sulfonyl)-L-phenylalanine isopropylamide

: 1420598-87-3
N-((((2S)-1-(N-benzoyl-L-alanyl)pyrrolidin-2-yl )methyl)-sulfonyl)-L-phenylalanine isopropylamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

2.1: benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h / -10 - 20 °C

3.1: hydrogenchloride / 1,4-dioxane / 2 h

3.2: 0.5 h

3.3: 1 h / -10 - 20 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1039/c2ob27058g