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(S)-2-(pyrrolidin-3-yl)acetic acid is a chiral organic compound with the molecular formula C7H11NO2. It belongs to the class of pyrrolidines, characterized by a five-membered saturated ring with one nitrogen atom and four carbon atoms. The '(S)' prefix denotes a specific stereochemistry, indicating a unique three-dimensional arrangement of atoms within the molecule. (S)-2-(pyrrolidin-3-yl)acetic acid features both carboxylic acid and nitrogen groups, which may confer acidic and basic properties, respectively. Although detailed information on its properties and applications is limited, (S)-2-(pyrrolidin-3-yl)acetic acid could have potential uses in medicinal chemistry and drug discovery, given that several pyrrolidine derivatives exhibit pharmacological activities.

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  • 122442-02-8 Structure
  • Basic information

    1. Product Name: (S)-2-(pyrrolidin-3-yl)acetic acid
    2. Synonyms: (S)-2-(pyrrolidin-3-yl)acetic acid;3-Pyrrolidineacetic acid, (3S)-;2-[(3S)-pyrrolidin-3-yl]acetic acid
    3. CAS NO:122442-02-8
    4. Molecular Formula: C6H11NO2
    5. Molecular Weight: 129.15704
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 122442-02-8.mol
  • Chemical Properties

    1. Melting Point: 178 °C
    2. Boiling Point: 272.3±13.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.104±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C(protect from light)
    8. Solubility: N/A
    9. PKA: 4.43±0.10(Predicted)
    10. CAS DataBase Reference: (S)-2-(pyrrolidin-3-yl)acetic acid(CAS DataBase Reference)
    11. NIST Chemistry Reference: (S)-2-(pyrrolidin-3-yl)acetic acid(122442-02-8)
    12. EPA Substance Registry System: (S)-2-(pyrrolidin-3-yl)acetic acid(122442-02-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 122442-02-8(Hazardous Substances Data)

122442-02-8 Usage

Uses

Used in Medicinal Chemistry:
(S)-2-(pyrrolidin-3-yl)acetic acid is used as a building block or intermediate in the synthesis of various pharmaceutical compounds for its potential pharmacological properties. Its unique stereochemistry and functional groups may contribute to the development of novel drugs with specific therapeutic effects.
Used in Drug Discovery:
(S)-2-(pyrrolidin-3-yl)acetic acid is utilized as a candidate molecule in drug discovery processes, where its chemical properties and interactions with biological targets can be explored. (S)-2-(pyrrolidin-3-yl)acetic acid's structure may offer insights into the design of new drugs with improved efficacy and selectivity.
Used in Chiral Synthesis:
In the field of asymmetric synthesis, (S)-2-(pyrrolidin-3-yl)acetic acid serves as a chiral synthon or precursor for the preparation of enantioselective compounds. Its stereochemistry can be exploited to control the absolute configuration of newly formed chiral centers in complex organic molecules.
Used in Analytical Chemistry:
(S)-2-(pyrrolidin-3-yl)acetic acid can be employed as a chiral reference standard or analytical reagent in the determination of enantiomeric purity and the study of stereoselective reactions. Its distinct stereochemistry allows for the accurate assessment of chiral compounds and their interactions with enzymes or receptors.

Check Digit Verification of cas no

The CAS Registry Mumber 122442-02-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,2,4,4 and 2 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 122442-02:
(8*1)+(7*2)+(6*2)+(5*4)+(4*4)+(3*2)+(2*0)+(1*2)=78
78 % 10 = 8
So 122442-02-8 is a valid CAS Registry Number.

122442-02-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[(3S)-pyrrolidin-3-yl]acetic acid

1.2 Other means of identification

Product number -
Other names RW3881

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:122442-02-8 SDS

122442-02-8Downstream Products

122442-02-8Relevant articles and documents

Enantioselective Three-Step Synthesis of Homo-β-proline: A Donor-Acceptor Cyclopropane as Key Intermediate

Pilsl, Ludwig K. A.,Ertl, Thomas,Reiser, Oliver

, p. 2754 - 2757 (2017)

An enantioselective three-step synthesis of the GABA uptake inhibitor (S)-(+)-homo-β-proline was developed. The basis for the synthesis was the enantioselective CuI-catalyzed cyclopropanation of N-Boc-pyrrole, a substrate that persistently has proved to be challenging in such transformations. The cyclopropanation can be performed on a 150 mmol scale, and the two subsequent steps (i.e., hydrogenation and in situ cyclopropane-opening/double-deprotection) toward the target molecule proceed smoothly in quantitative yield without loss of enantiopurity.

Piperazine ureido derivative, preparation method thereof and application of piperazine ureido derivative in medicine

-

Paragraph 0238; 0240; 0241; 0242; 0243, (2021/05/12)

The invention relates to piperazine ureido derivatives, a preparation method thereof and an application of the piperazine ureido derivatives in medicine. In particular, the invention relates to piperazine ureido derivatives as shown in a general formula (I), a preparation method thereof, pharmaceutical compositions containing the derivatives, and uses thereof as capsid protein inhibitors, especially in prevention and/or treatment of hepatitis B, influenza, herpes, AIDS and other diseases. Wherein the definition of each group in the general formula (I) is the same as that in the specification.

Chiral bicyclic guanidine as a versatile bronsted base catalyst for the enantioselective michael reactions of dithiomalonates and β-keto thioesters

Ye, Weiping,Jiang, Zhiyong,Zhao, Yujun,Goh, Serena Li Min,Leow, Dasheng,Soh, Ying-Teck,Tan, Choon-Hong

, p. 2454 - 2458 (2008/09/19)

A chiral bicyclic guanidine was developed as a versatile Bronsted base catalyst for the enantioselective Michael reactions of dithiomalonates and β-keto thioesters using a range of acceptors including maleimides, cyclic enones, furanone and acyclic 1,4-di

A convenient chemoenzymatic synthesis of (R)-(-) and (S)-(+)-homo-β- proline

Felluga, Fulvia,Gombac, Valentina,Pitacco, Giuliana,Valentin, Ennio

, p. 3323 - 3327 (2007/10/03)

Both enantiomers of the heterocyclic GABA analogue homo-β-proline (3-pyrrolidineacetic acid) were synthesized by a chemoenzymatic method involving the use of two enantiocomplementary enzymes in the disymmetric hydrolyses of 3-nitromethylglutaric acid diethyl ester.

Conformationally constrained no synthase inhibitors: Rigid analogs of L- N-iminoethylornithine

Eustache, Jacques,Grob, Alfred,Lam, Charles,Sellier, Odile,Schulz, Gerhard

, p. 2961 - 2966 (2007/10/03)

The synthesis of eight rigid analogs of L-N-iminoethylomithine (L-NIO) is described. The compounds have been evaluated for their inhibition of inducible nitric oxide synthase. Preliminary structure-activity relationships are discussed.

A practical ex-chiral-pool synthesis of β-proline and homo-β-proline

Thomas, Christoph,Orecher, Florian,Gmeiner, Peter

, p. 1491 - 1496 (2007/10/03)

Starting from aspartic acid an efficient synthesis of enantiomerically pure β-proline and homo-β-proline is described. The key step of the synthesis includes formation of the 1,4-biselectrophile 6, followed by rearrangement via the aziridinium intermediate 7 and ring closure to give the pyrrolidinium salt 9a which can serve as a common precursor for both target compounds.

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

Galeazzi, Roberta,Geremia, Silvano,Mobbili, Giovanna,Orena, Mario

, p. 79 - 88 (2007/10/03)

By intramolecular conjugate addition of their derived enolates, the amides 5 and 6 gave diastereomeric mixtures of pyrrolidin-2-ones 10,11 and 12,13, in good yield and 80:20 d.r. After chromatographic separation, the configuration of pure diastereomers wa

A convenient approach to diastereomerically pure 1,3,4-trisubstituted pyrrolidin-2-ones by intramolecular cyclisation of N-(2-alken-1-yl)amides mediated by Mn(III). An entry to both (R)- and (S)-3-pyrrolidineacetic acid

Galeazzi, Roberta,Mobbili, Giovanna,Orena, Mario

, p. 1069 - 1084 (2007/10/03)

The oxidative cyclisation of a series of either (S)-N-(2-alken-1-yl)-N-(1-phenyleth-1-yl)-acetoacetamides 5a-d and methoxycarbonylacetamides 6a-b, performed by using Mn(OAc)3 · 2H2O and Cu(OAc)2 · H2O in acetic

GABA Agonists and Uptake Inhibitors. Synthesis, Absolute Stereochemistry, and Enantioselectivity of (R)-(-)- and (S)-(+)-Homo-β-proline

Nielsen, Lone,Brehm, Lotte,Krogsgaard-Larsen, Povl

, p. 71 - 77 (2007/10/02)

The cyclic analogue of 4-aminobutyric acid (GABA), 3-pyrrolidineacetic acid (homo-β-proline), is a potent agonist at GABAA receptors, it interacts effectively with GABA-uptake mechanisms, and it is a moderately potent inhibitor of GABAB/s

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