Cas no 88790-37-8 ((S)-Methyl 2-(pyrrolidin-2-yl)acetate)

(S)-Methyl 2-(pyrrolidin-2-yl)acetate is a chiral ester derivative of pyrrolidine, commonly employed as a versatile intermediate in organic synthesis and pharmaceutical research. Its stereospecific (S)-configuration makes it valuable for asymmetric synthesis, particularly in the preparation of bioactive compounds and chiral ligands. The ester functionality enhances reactivity, facilitating further derivatization, while the pyrrolidine ring contributes to structural diversity in drug design. This compound is particularly useful in the synthesis of proline analogs and peptidomimetics. High purity and well-defined stereochemistry ensure reproducibility in research applications. Its stability under standard conditions further supports its utility in multistep synthetic routes.
(S)-Methyl 2-(pyrrolidin-2-yl)acetate structure
88790-37-8 structure
Product Name:(S)-Methyl 2-(pyrrolidin-2-yl)acetate
CAS No:88790-37-8
MF:C12H21NO4
MW:243.29944396019
CID:61201
PubChem ID:11075654
Update Time:2025-05-20

(S)-Methyl 2-(pyrrolidin-2-yl)acetate Chemical and Physical Properties

Names and Identifiers

    • (S)-Methyl 2-(pyrrolidin-2-yl)acetate
    • (S)-2-[[Methoxycarbonyl]methyl]pyrrolidine-1-carboxylic acid tert-butyl ester
    • 2-?Pyrrolidineacetic acid, 1-?[(1,?1-?dimethylethoxy)?carbonyl]?-?, methyl ester, (2S)?-
    • (2S)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester
    • (2S)-N-tert-butoxycarbonyl-2-(2-hydroxyethyl)piperidine
    • (s)-(-)-n-boc-piperidine-2-ethanol
    • (S)-1-N-Boc-piperidine-2-ethanol
    • (s)-2-(2-hydroxy-ethyl)-piperidine-1-car
    • 1-piperidinecarboxylic acid,2-(2-hydroxyethyl)-,1,1-dimethylethyl ester,(2s)
    • methyl 2-((2S)-N-tert-butyloxycarbonylpyrrolidin-2-yl)acetate
    • tert-butyl (2S)-2-(2-methoxy-2-oxoethyl)-1-pyrrolidinecarboxylate
    • 88790-37-8
    • (2S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate
    • BS-33016
    • EN300-7406532
    • LZYBAKVGAMQFLJ-VIFPVBQESA-N
    • (S)-2-Methoxycarbonylmethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
    • (2S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-acetic acid methyl ester
    • TERT-BUTYL (2S)-2-(2-METHOXY-2-OXOETHYL)PYRROLIDINE-1-CARBOXYLATE
    • (2S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate
    • SCHEMBL1779025
    • (S)-tert-butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate
    • Methyl (2S)-2-pyrrolidinylacetate
    • 2-Pyrrolidineacetic acid, 1-[(1,1-dimethylethoxy)carbonyl]-, methyl ester,(2S)-
    • (S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate
    • tert-Butyl (s)-2-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate
    • Inchi: 1S/C12H21NO4/c1-12(2,3)17-11(15)13-7-5-6-9(13)8-10(14)16-4/h9H,5-8H2,1-4H3/t9-/m0/s1
    • InChI Key: LZYBAKVGAMQFLJ-VIFPVBQESA-N
    • SMILES: O(C(C)(C)C)C(N1CCC[C@H]1CC(=O)OC)=O

Computed Properties

  • Exact Mass: 243.14700
  • Monoisotopic Mass: 243.14705815g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 5
  • Complexity: 295
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 55.8?2

Experimental Properties

  • Density: 1.006
  • Boiling Point: 190.215°C at 760 mmHg
  • Flash Point: 68.84°C
  • Refractive Index: 1.44
  • PSA: 55.84000
  • LogP: 1.88690
  • pka: -2.51±0.40(Predicted)

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(S)-Methyl 2-(pyrrolidin-2-yl)acetate Production Method

Additional information on (S)-Methyl 2-(pyrrolidin-2-yl)acetate

Chemical Profile of (S)-Methyl 2-(pyrrolidin-2-yl)acetate (CAS No. 88790-37-8)

(S)-Methyl 2-(pyrrolidin-2-ylacetate) is a significant compound in the field of pharmaceutical chemistry, characterized by its unique structural and functional properties. This chiral ester, with the CAS number 88790-37-8, has garnered considerable attention due to its potential applications in drug development and synthetic organic chemistry. The compound's stereochemistry, specifically the (S)-configuration, plays a crucial role in its biological activity and interaction with target molecules.

The molecular structure of (S)-Methyl 2-(pyrrolidin-2-ylacetate) consists of a pyrrolidine ring linked to an acetate moiety, which contributes to its versatility in chemical reactions and biological interactions. Pyrrolidine derivatives are widely recognized for their role in medicinal chemistry, often serving as key pharmacophores in various therapeutic agents. The presence of the (S)-configuration enhances the compound's specificity and efficacy, making it a valuable candidate for further investigation.

Recent advancements in pharmaceutical research have highlighted the importance of chiral compounds like (S)-Methyl 2-(pyrrolidin-2-ylacetate) in the development of novel drugs. Studies have demonstrated that the stereochemistry of a molecule can significantly influence its pharmacokinetic and pharmacodynamic properties. The (S)-configuration of this compound has been found to exhibit enhanced binding affinity and reduced toxicity compared to its enantiomer, underscoring the significance of stereochemical control in drug design.

In synthetic organic chemistry, (S)-Methyl 2-(pyrrolidin-2-ylacetate) serves as a versatile intermediate for the preparation of more complex molecules. Its reactivity allows for facile modifications, enabling chemists to explore diverse structural motifs and functional groups. This flexibility makes it an indispensable tool in the synthesis of biologically active compounds, particularly those targeting neurological and cardiovascular diseases.

Current research in medicinal chemistry has focused on leveraging the unique properties of (S)-Methyl 2-(pyrrolidin-2-ylacetate) to develop novel therapeutic agents. For instance, studies have shown that derivatives of this compound exhibit promising activity against various enzymatic targets, including kinases and proteases. These enzymes are often implicated in diseases such as cancer and inflammation, making them attractive targets for drug intervention. The ability to fine-tune the structure of (S)-Methyl 2-(pyrrolidin-2-ylacetate) allows researchers to optimize its activity and selectivity, thereby improving its therapeutic potential.

Additionally, the compound's compatibility with modern synthetic methodologies has made it a popular choice for drug discovery programs. Techniques such as combinatorial chemistry and high-throughput screening have been employed to rapidly generate libraries of derivatives for screening against biological targets. This approach has led to the identification of several lead compounds with significant therapeutic promise.

The role of computational chemistry in the study of (S)-Methyl 2-(pyrrolidin-2-ylacetate) cannot be overstated. Molecular modeling techniques have provided valuable insights into its interactions with biological targets, helping researchers design more effective derivatives. By predicting binding affinities and identifying key interaction points, computational methods have accelerated the drug discovery process and reduced the time required to bring new therapies to market.

In conclusion, (S)-Methyl 2-(pyrrolidin-2-ylacetate) is a multifaceted compound with significant potential in pharmaceutical research and development. Its unique structural features, coupled with its stereochemical properties, make it an attractive candidate for further exploration. As our understanding of biological systems continues to evolve, compounds like this will play an increasingly important role in the development of novel therapeutics that address unmet medical needs.

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