(R)-3-PYRROLIDINEACETIC ACID HCL

Base Information

• Chemical Name: (R)-3-PYRROLIDINEACETIC ACID HCL
• CAS No.: 122442-01-7
• Molecular Formula: C6H11 N O2
• Molecular Weight: 129.159
• Mol file: 122442-01-7.mol

Synonyms:3-Pyrrolidineaceticacid, (R)-; (R)-Pyrrolidine-3-acetic acid

Chemical Property of (R)-3-PYRROLIDINEACETIC ACID HCL

Chemical Property:

• Vapor Pressure: 0.000221mmHg at 25°C
• Melting Point: 160-165 °C
• Refractive Index: ">
• Boiling Point: 303°Cat760mmHg
• PKA: 4.43±0.10(Predicted)
• Flash Point: 137.1°C
• PSA: 49.33000
• Density: g/cm³
• LogP: 1.20140

Purity/Quality:

97% ^*data from raw suppliers

(R)-Pyrrolidine-3-aceticAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: (R)-3-Pyrrolidineacetic acid HCl is a non-proteinogenic amino acid with potential applications as an inhibitor of GABA uptake, making it relevant for neurological disorders such as Parkinson's disease and epilepsy. The compound can be synthesized enantiomerically pure via an intramolecular Michael reaction, demonstrating its utility as a chiral building block in medicinal chemistry.

Technology Process of (R)-3-PYRROLIDINEACETIC ACID HCL

There total 33 articles about (R)-3-PYRROLIDINEACETIC ACID HCL 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: 62.0%

(3R)-methyl 1-<(R)-1-phenylethyl>pyrrolidine-3-acetate hydrochloride (122408-85-9) → (R)-(-)-3-pyrrolidineacetic acid (122442-01-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 2205.2 Torr;

DOI:10.1021/jm00163a012

Reference yield: 58.0%

(3R)-2-(1-Benzylpyrrolidin-3-yl)acetic acid (216311-66-9) → (R)-(-)-3-pyrrolidineacetic acid (122442-01-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; for 16h; under 759.8 Torr; Ambient temperature;

DOI:10.1055/s-1998-2185

Reference yield: 53.0%

methyl (3R,1'S)-<1-(1'-phenyleth-1'-yl)-pyrrolidin-3-yl> acetate (174676-79-0) → (R)-(-)-3-pyrrolidineacetic acid (122442-01-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 2250.2 Torr;

DOI:10.1016/0957-4166(95)00423-8

upstream raw materials:

(3R)-methyl 1-<(R)-1-phenylethyl>pyrrolidine-3-acetate hydrochloride

methyl (3R,1'S)-<1-(1'-phenyleth-1'-yl)-pyrrolidin-3-yl> acetate

(3R)-2-(1-Benzylpyrrolidin-3-yl)acetic acid

ethyl (R)-(-)-3-pyrrolidineacetate

Downstream raw materials:

[(R)-1-(6-{tert-butoxycarbonyl-[2-(4-trifluoromethoxyphenyl)ethyl]amino}-2-methoxypyrimidin-4-yl)pyrrolidin-3-yl]acetic acid

Refernces

Diastereomerically pure pyrrolidin-2-ones by intramolecular Michael reaction. Synthesis of both (S)- and (R)-3-pyrrolidineacetic acid

10.1016/0957-4166(95)00423-8

The research focuses on the synthesis of diastereomerically pure pyrrolidin-2-ones and their subsequent conversion into both (S)- and (R)-3-pyrrolidineacetic acids. The purpose of this study is to develop an efficient synthetic route for these non-proteinogenic amino acids, which have potential applications as inhibitors of GABA uptake in neurological disorders such as Parkinson's disease and epilepsy. The researchers achieved this by employing an intramolecular Michael reaction, starting from amides derived from (S)-phenylethylamine. The study successfully demonstrated the synthesis of the target compounds with good yields and high diastereomeric ratios, highlighting the potential of this method for preparing enantiomerically pure 3-pyrrolidineacetic acids.