56805-18-6

Basic information

• Product Name: L-1-acetyl-5-oxoproline
• Synonyms: L-1-acetyl-5-oxoproline;(2S)-1-Acetyl-5-oxo-2-pyrrolidinecarboxylic acid;1-Acetyl-5-oxo-L-proline;Einecs 260-392-6
• CAS NO: 56805-18-6
• Molecular Formula: C₇H₉NO₄
• Molecular Weight: 171.15066
• EINECS: 260-392-6
• Mol File: 56805-18-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 399.9°Cat760mmHg
• Flash Point: 195.6°C
• Appearance: /
• Density: 1.428g/cm³
• CAS DataBase Reference: L-1-acetyl-5-oxoproline(CAS DataBase Reference)
• NIST Chemistry Reference: L-1-acetyl-5-oxoproline(56805-18-6)
• EPA Substance Registry System: L-1-acetyl-5-oxoproline(56805-18-6)

Safety Data

• Hazardous Substances Data: 56805-18-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H9NO4/c1-4(9)8-5(7(11)12)2-3-6(8)10/h5H,2-3H2,1H3,(H,11,12)

Upstream product

• 110-86-1 pyridine 
• 56-86-0 L-glutamic acid 
• 108-24-7 acetic anhydride 
• 141695-02-5 acetic S-1-acetylpyroglutamic anhydride 
• 75-36-5 acetyl chloride 
• 98-79-3 L-Pyroglutamic acid 
• 591225-64-8 tert-butyl N-acetyl-(S)-pyroglutamate 
• 35418-16-7 L-t-butyl pyroglutamate 
• 64-19-7 acetic acid 
• 53971-11-2 N-Acetylpyroglutamic acid 

Downstream Products

• 105425-26-1 (S)-1-acetyl-5-oxopyrrolidine-2-carbonyl chloride 
• 61884-75-1 (5S)-(+)-2-Oxopyrrolidine-5-acetic Acid 

Relevant articles and documents

The Forgotten Pyrazines: Exploring the Dakin–West Reaction

Pyrazines are an underreported class of N-heterocycles available from nitrogen-rich biomass presenting an interesting functional alternative for current aromatics. In this work, access to pyrazines obtained from amino acids by using the 90 year old Dakin–West reaction was explored. After a qualitative screening several functional proteinogenic amino acids proved good substrates for this reaction, which were successfully scaled to multigram scale synthesis of the corresponding intermediate α-acetamido ketones. Subsequently, the conditions towards pyrazine formation using δ-amino-levulinic acid were optimized, and these were employed to synthesize a relevant set of five functional dimethylpyrazines in high purity. These pyrazines can be considered a versatile toolbox of aromatic building blocks for a wide range of applications, such as in the synthesis of polymers or metal–organic frameworks.

SYNTHESIS OF 2-OXA AND 2-AZA ANALOGS OF PYRROLIZIDINE-3,5-DIONES (LUKES-SORM DILACTAM)

The synthesis of 2-oxa and 2-aza analogs of pyrrolizidine-3,5-dione (Lukes-Sorm dilactam), which has amnesia reversal activity, is reported.Optically active (+)-2-oxa and (+)-2-aza analogs and racemic 2-aza analog and its 1-methoxycarbonyl derivatives were prepared from (-)-S-pyroglutamic acid and succinimide, respectively.

A Convenient Preparation of N-Acylpyroglutamic Acid

Pyroglutamic acid reacted with acyl chloride in the presence of triethylamine in acetonitrile, yielding N-acylpyroglutamic acid without epimerization by way of mixed anhydride formation followed by intramolecular N-acylation.Keywords - angiotensin-converting enzyme; pyroglutamic acid; N-acylpyroglutamic acid; (2S)-1-pyroglutamic acid; N-acetyl-L-pyroglutamic acid