89203-64-5

Basic information

• Product Name: 3-Pyrrolidineacetic acid
• Synonyms: 3-PYRROLIDINEACETIC ACID;3-PYRROLIDINEACETIC ACID HYDROCHLORIDE;3-Pyrrolidineacetic acid HCl;2-(pyrrolidin-3-yl)acetic acid;2-(3-Pyrrolidinyl)acetic acid hydrochloride;Pyrrolidin-3-yl-acetic acid
• CAS NO: 89203-64-5
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• Product Categories: pharmacetical
• Mol File: 89203-64-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 272.3 °C at 760 mmHg
• Flash Point: 118.5 °C
• Appearance: /
• Density: 1.104 g/cm³
• Vapor Pressure: 0.0017mmHg at 25°C
• Refractive Index: 1.47
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-Pyrrolidineacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyrrolidineacetic acid(89203-64-5)
• EPA Substance Registry System: 3-Pyrrolidineacetic acid(89203-64-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 89203-64-5(Hazardous Substances Data)

Usage

Uses

2-(Pyrrolidin-3-yl)acetic Acid is used in preparation of Xanthone derivatives for treatment and prophylaxis of hepatitis B. Also, used in preparation of Naphthalenes and Quinolines as ATX modulating agents.

InChI:InChI=1/C6H11NO2/c8-6(9)3-5-1-2-7-4-5/h5,7H,1-4H2,(H,8,9)

Upstream product

• 85310-62-9 (RS)-ethyl 1-methoxycarbonyl-3-pyrrolidineacetate 
• 85310-61-8 ethyl 1-methoxycarbonyl-2-pyrroline-3-acetate 

Downstream Products

• 868523-86-8 (R,S)-Fmoc-pyrrolidine-3-acetic acid 

Relevant articles and documents

Synthesis of 3-alkylpyrrolidines by anionic cyclization

α-Aminocarbanions, generated by transmetallation of aminomethylstannaes, cyclize onto an unactivated alkene to give 3-alkylpyrrolidines. The intermediate organolithium either reincorporates trimethyltin or, from the tributylstannanes, can be trapped with a variety of electrophiles. From the trimethylstannane, the cyclization can be promoted catalytically using 0.2 equivalents of methyllithium. The trimethyltin group in the product can be cleaved using ceric ammonium nitrate. Trapping the 3-lithiomethylpyrrolidine with ethylchloroformate, followed by hydrolysis provides a four step synthesis of the GABA uptake inhibitor 3-pyrrolidineacetic acid.