N-Acetyl-L-proline

Base Information

• Chemical Name: N-Acetyl-L-proline
• CAS No.: 68-95-1
• Molecular Formula: C7H11NO3
• Molecular Weight: 157.169
• Hs Code.: 29339900
• European Community (EC) Number: 200-698-9
• UNII: CC8XZ138VZ
• DSSTox Substance ID: DTXSID00910312
• Nikkaji Number: J25.970E
• Wikidata: Q27094301
• Metabolomics Workbench ID: 53853
• ChEMBL ID: CHEMBL1234599
• Mol file: 68-95-1.mol

Synonyms:N-acetyl-L-proline

Chemical Property of N-Acetyl-L-proline

Chemical Property:

• Appearance/Colour: white to off-white microcrystalline powder
• Vapor Pressure: 2.31E-06mmHg at 25°C
• Melting Point: 115-117 °C
• Boiling Point: 366.2 °C at 760 mmHg
• PKA: 3.69±0.20(Predicted)
• Flash Point: 175.3 °C
• PSA: 57.61000
• Density: 1.274 g/cm³
• LogP: 0.01980
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 157.07389321
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

Acetyl-L-proline 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)N1CCCC1C(=O)O
• Isomeric SMILES: CC(=O)N1CCC[C@H]1C(=O)O
• Uses: N-Acetyl-L-proline is an aminoacid used in the synthesis of pharmaceutical compounds useful in preventing and treating disorders and syndromes associated with the nervous, vascular, musculoskeletal, o r cutaneous systems.

Technology Process of N-Acetyl-L-proline

There total 23 articles about N-Acetyl-L-proline 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: 98.5%

acetic anhydride (108-24-7) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-acetylproline (68-95-1)

Guidance literature:

With sodium carbonate; In water; at 8 - 30 ℃; for 6h; pH=7.6; Temperature;

Reference yield: 93.0%

(S)-benzyl 1-acetylpyrrolidine-2-carboxylate → (S)-acetylproline (68-95-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; under 2585.81 - 2844.39 Torr;

DOI:10.1021/jm9016416

Reference yield: 84.0%

acetyl chloride (75-36-5) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-acetylproline (68-95-1)

Guidance literature:

In tetrahydrofuran; for 2h; Reflux;

DOI:10.1016/j.tetasy.2012.08.013

upstream raw materials:

Ketene

L-proline

acetic anhydride

N-(N'-acetyl-L-prolyl)-N-nitroso-L-alanine

Downstream raw materials:

N-acetyl-L-proline-N'-methylamide

N-acetyl-L-proline methyl ester

(S)-1-ethyl-2-hydroxymethylpyrrolidine

(S)-1-Acetyl-pyrrolidine-2-carbonyl chloride