1H-Pyrrole-3-carboxylic acid, 2,5-dihydro-4-hydroxy-5-(1-methylethyl)-2-oxo-, ethyl ester, (5S)- (9CI)

Base Information

• Chemical Name: 1H-Pyrrole-3-carboxylic acid, 2,5-dihydro-4-hydroxy-5-(1-methylethyl)-2-oxo-, ethyl ester, (5S)- (9CI)
• CAS No.: 386758-76-5
• Molecular Formula: C₁₀H₁₅NO₄
• Molecular Weight: 213.233
• Mol file: 386758-76-5.mol

Synonyms:1H-Pyrrole-3-carboxylic acid, 2,5-dihydro-4-hydroxy-5-(1-methylethyl)-2-oxo-, ethyl ester, (5S)- (9CI)

Chemical Property of 1H-Pyrrole-3-carboxylic acid, 2,5-dihydro-4-hydroxy-5-(1-methylethyl)-2-oxo-, ethyl ester, (5S)- (9CI)

Chemical Property:

• PSA: 75.63000
• LogP: 0.84480

Purity/Quality:

98% ^*data from raw suppliers

(5S)-2,5-dihydro-4-hydroxy-5-(1-methylethyl)-2-oxo-1H-Pyrrole-3-carboxylicacidethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of 1H-Pyrrole-3-carboxylic acid, 2,5-dihydro-4-hydroxy-5-(1-methylethyl)-2-oxo-, ethyl ester, (5S)- (9CI)

There total 7 articles about 1H-Pyrrole-3-carboxylic acid, 2,5-dihydro-4-hydroxy-5-(1-methylethyl)-2-oxo-, ethyl ester, (5S)- (9CI) 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: 51.0%

methyl 2‐((3‐ethoxy‐3‐oxopropanamido)methyl)‐3‐methyl‐butanoate → ethyl 4‐hydroxy‐5‐isopropyl‐2‐oxo‐2,5‐dihydro‐1H‐pyrrole‐3‐carboxylate (63079-76-5,386758-76-5)

Guidance literature:

With sodium ethanolate; In ethanol; for 4h; Reflux;

DOI:10.3390/biom11010111

Reference yield:

N-acetyl-L-valine (96-81-1) + diethyl malonate (105-53-3) → 3-ethoxycarbonyl-5-(S)-isopropyl pyrrolidine-2,4-dione (63079-76-5,386758-76-5) + 3-ethoxycarbonyl-5-(R)-isopropyl pyrrolidine-2,4-dione (386758-76-5)

Guidance literature:

N-acetyl-L-valine; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 1h;

diethyl malonate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2.5h;

With sodium ethanolate; In ethanol; at 20 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1055/s-2001-17452

Reference yield:

N-acetyl-L-valine (96-81-1) + diethyl malonate (105-53-3) → 3-ethoxycarbonyl-5-(S)-isopropyl pyrrolidine-2,4-dione (63079-76-5,386758-76-5) + 3-ethoxycarbonyl-5-(R)-isopropyl pyrrolidine-2,4-dione (386758-76-5)

Guidance literature:

N-acetyl-L-valine; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 1h;

diethyl malonate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2.5h;

With sodium ethanolate; In ethanol; at 20 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1055/s-2001-17452

upstream raw materials:

L-valine methyl ester

N-(Ethoxycarbonylacetyl)-L-valine ethyl ester

N-acetyl-L-valine

diethyl malonate

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