(R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic acid
• CAS No.: 1305325-82-9
• Molecular Formula: C₁₃H₁₅NO₄
• Molecular Weight: 249.266
• Mol file: 1305325-82-9.mol

Synonyms:(R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic acid

Chemical Property of (R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic acid

There total 1 articles about (R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic 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%

4-Fluoro-2-hydroxyacetophenone (1481-27-2) + D-Prolin (344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic acid (1305325-82-9)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 95 ℃; for 2.5h;

DOI:10.1246/cl.2011.290

Reference yield: 93.0%

(R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic acid (1305325-82-9) + methyl iodide (74-88-4) → methyl (R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylate (1305325-84-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 0.333333h;

DOI:10.1246/cl.2011.290

Reference yield:

(R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylic acid (1305325-82-9) → methyl (S)-3-(4-hydroxyphenyl)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)propanoate (1305325-75-0)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h

2: diphenylether / 16 h / 130 °C

3: lithium hydroxide / tetrahydrofuran; water / 5 h

4: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; diphenylether; water; N,N-dimethyl-formamide; 2: Wittig reaction;

DOI:10.1246/cl.2011.290

upstream raw materials:

4-Fluoro-2-hydroxyacetophenone

D-Prolin

Downstream raw materials:

methyl (S)-3-(4-hydroxyphenyl)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)propanoate

methyl (S)-2-((R)-1-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamido)-3-(4-(phosphonooxy)-phenyl)propanoate

methyl (R)-1-(4-acetyl-3-hydroxyphenyl)pyrrolidine-2-carboxylate