N-(((2S)-pyrrolidin-2-ylmethyl)sulfonyl)-L-phenylalanine ispropylamide

Base Information

• Chemical Name: N-(((2S)-pyrrolidin-2-ylmethyl)sulfonyl)-L-phenylalanine ispropylamide
• CAS No.: 1420598-91-9
• Molecular Formula: C₁₇H₂₇N₃O₃S
• Molecular Weight: 353.486

Synonyms:N-(((2S)-pyrrolidin-2-ylmethyl)sulfonyl)-L-phenylalanine ispropylamide

Chemical Property of N-(((2S)-pyrrolidin-2-ylmethyl)sulfonyl)-L-phenylalanine ispropylamide

Chemical Property:

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Technology Process of N-(((2S)-pyrrolidin-2-ylmethyl)sulfonyl)-L-phenylalanine ispropylamide

There total 3 articles about N-(((2S)-pyrrolidin-2-ylmethyl)sulfonyl)-L-phenylalanine ispropylamide 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: 100.0%

N-((((2S)-1-benzyloxycarbonylpyrrolidin-2-yl)methyl)sulfonyl)-L-phenylalanine isopropylamide (1420598-89-5) → N-(((2S)-pyrrolidin-2-ylmethyl)sulfonyl)-L-phenylalanine ispropylamide (1420598-91-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃;

DOI:10.1039/c2ob27058g

Reference yield:

(S)-2-amino-N-isopropyl-3-phenylpropanamide (278185-22-1) → N-(((2S)-pyrrolidin-2-ylmethyl)sulfonyl)-L-phenylalanine ispropylamide (1420598-91-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1039/c2ob27058g

Reference yield:

Cbz-Pro-ψ[CH2SO2]-Cl (212204-36-9) → N-(((2S)-pyrrolidin-2-ylmethyl)sulfonyl)-L-phenylalanine ispropylamide (1420598-91-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1039/c2ob27058g

upstream raw materials:

N-((((2S)-1-benzyloxycarbonylpyrrolidin-2-yl)methyl)sulfonyl)-L-phenylalanine isopropylamide

(S)-2-amino-N-isopropyl-3-phenylpropanamide

Cbz-Pro-ψ[CH2SO2]-Cl

Downstream raw materials:

N-((((2S)-1-benzoylpyrrolidin-2-yl)methyl)sulfonyl)-L-phenylalanine isopropylamide

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

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