168111-92-0

Basic information

• Product Name: (5R)-5-hydroxypyrrolidin-2-one
• CAS NO: 168111-92-0
• Molecular Formula: C₄H₇NO₂
• Molecular Weight: 101.1039
• Mol File: 168111-92-0.mol

Chemical Properties

• Boiling Point: 363.6°C at 760 mmHg
• Flash Point: 173.7°C
• Density: 1.292g/cm³
• Vapor Pressure: 9.26E-07mmHg at 25°C
• Refractive Index: 1.513
• CAS DataBase Reference: (5R)-5-hydroxypyrrolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (5R)-5-hydroxypyrrolidin-2-one(168111-92-0)
• EPA Substance Registry System: (5R)-5-hydroxypyrrolidin-2-one(168111-92-0)

Safety Data

• Hazardous Substances Data: 168111-92-0(Hazardous Substances Data)

Usage

Uses

Used in Skincare and Cosmetic Products:
(5R)-5-hydroxypyrrolidin-2-one is used as a moisturizing and anti-aging agent in skincare and cosmetic products due to its ability to improve skin hydration and reduce the appearance of fine lines and wrinkles.
Used in Pharmaceutical Applications:
(5R)-5-hydroxypyrrolidin-2-one is used as a potential cognitive enhancer and memory improver, as it has been studied for its potential role in improving cognitive function and memory.
Used in Food Additives:
(5R)-5-hydroxypyrrolidin-2-one is used as a potential antioxidant and neuroprotective agent in food additives, as it has been researched for its potential applications in this area.
Used in Research:
(5R)-5-hydroxypyrrolidin-2-one is used as a subject of research for its potential applications in pharmaceuticals and other industries, as it has been studied for its various physiological properties and effects.

Upstream product

• 21963-36-0 5-methoxy-dihydro-furan-2-one 
• 39662-63-0 5-ethoxy-pyrrolidin-2-one 

Downstream Products

• 63853-74-7 5-methoxypyrrolidin-2-one 
• 1757-28-4 5-chloro-1H-pyrrole-2-carboxaldehyde 
• 129461-29-6 5-chloropyrrole-2,4-dicarboxaldehyde 

Relevant articles and documents

A simple synthesis of bannucine and 5′-epibannucine from (-)-vindoline

Bannucine is an Aspidosperma alkaloid isolated from the dried leaves of Catharanthus roseus. The molecule is a derivative of vindoline bearing a C10 substituent, a pattern common to the antineoplastic dimeric indole alkaloids of C. roseus. In bannucine, a 2-pyrrolidone moiety is attached at C5′ to the aromatic ring of the vindoline core at C10. In the present work we report the synthesis of bannucine and its 5′-epimer from natural (-)-vindoline using a cyclic N-acyliminium ion intermediate whose N-acylaminocarbinol precursor is synthesized by the partial reduction of succinimide. We also describe the separation and the structural analysis of the two epimers, using among others, single crystal X-ray diffraction methods, in order to clarify the orientation of the proton attached to the C5′ carbon. The in vitro antineoplastic activity of the pure epimers was also investigated, but none of the two substances showed significant activity on the examined tumour cell lines.

PSEUDOESTERS AND DERIVATIVES. XXII. SYNTHESIS OF 5-HYDROXY-3-PYRROLIN-2-ONES AND 5-HYDROXYPYRROLIDIN-2-ONES BY AMMONOLYSIS OF 5-METHOXYFURAN-2(5H)-ONES AND DERIVATIVES

The ammonolysis of 4-substituted 5-methoxyfuran-2(5H)-ones 4a-e under mild conditions affords the respective 5-hydroxy-3-pyrrolin-2-ones 5a-e.However, 4-dialkylamino derivatives 4f,g do not react with ammonia under the same conditions.Similar ammonolysis of furanone derivatives 7a,b, 10 and 13 yields the pyrrolidinones 8a,b and hexahydroisoindolones 11, and 14, respectively.The corresponding methoxylactams 6a-e, 9a-b and 12 are readily obtained by refluxing the hydroxylactams 5a-e, 8a,b and 11, respectively with acid-catalyzed methanol.