Cas no 76946-27-5 (2-(Methoxymethyl)pyrrolidine)

2-(Methoxymethyl)pyrrolidine is a versatile heterocyclic compound featuring a pyrrolidine core substituted with a methoxymethyl group. This structural motif imparts unique reactivity and solubility properties, making it valuable in organic synthesis and pharmaceutical applications. The methoxymethyl group enhances steric and electronic modulation, facilitating its use as a chiral auxiliary or building block in asymmetric synthesis. Its stability under various reaction conditions and compatibility with common reagents further broaden its utility. The compound’s balanced lipophilicity and polarity also make it suitable for medicinal chemistry research, particularly in the development of bioactive molecules. High purity grades ensure reproducibility in synthetic workflows.
2-(Methoxymethyl)pyrrolidine structure
2-(Methoxymethyl)pyrrolidine structure
Product Name:2-(Methoxymethyl)pyrrolidine
CAS No:76946-27-5
MF:C6H13NO
MW:115.173521757126
MDL:MFCD01249587
CID:59847
PubChem ID:143953
Update Time:2025-05-24

2-(Methoxymethyl)pyrrolidine Chemical and Physical Properties

Names and Identifiers

    • 2-(Methoxymethyl)pyrrolidine
    • (2R)-2-methoxymethyl-pyrrolidine
    • (R)-(-)-2-(methoxymethyl)pyrrolidine
    • (R)-(+)-2-(methoxymethyl)pyrrolidine
    • (R)-(+)-2-methymethoxylpyrrolidine
    • (R)-(2-methoxymethyl)pyrrolidine
    • (R)-1-Amino-2-methoxymethylpyrrolidine
    • 2-Methoxymethylpyrrolidine
    • 2-Methoxymethyl-pyrrolidine
    • AC1Q4FLS
    • ACMC-209nd5
    • ACMC-209ptn
    • AG-H-07313
    • NSC305701
    • PubChem23933
    • Pyrrolidine,2-(methoxymethyl)-, (?à)-
    • 2-Methoxymethylpyrrolidin
    • CS-0036150
    • MFCD01249587
    • PB10025
    • FT-0677395
    • 76946-27-5
    • AKOS001475821
    • NSC-305701
    • FT-0601948
    • SCHEMBL247965
    • EN300-70162
    • FT-0605039
    • SY122813
    • BB 0216433
    • starbld0018974
    • AS-59559
    • J-506458
    • PB15637
    • SB38668
    • 2-(methoxymethyl) pyrrolidine
    • AM101258
    • 2-(Methoxymethyl)pyrrolidine, AldrichCPR
    • 2-(Methoxymethyl)pyrrolidine #
    • Pyrrolidine, 2-(methoxymethyl)-
    • NSC 305701
    • A22430
    • DTXSID10276390
    • 2-methoxymethyl-pyrro-lidine
    • BBL020525
    • STK893214
    • DB-015640
    • MDL: MFCD01249587
    • Inchi: 1S/C6H13NO/c1-8-5-6-3-2-4-7-6/h6-7H,2-5H2,1H3
    • InChI Key: CHPRFKYDQRKRRK-UHFFFAOYSA-N
    • SMILES: O(C)CC1CCCN1

Computed Properties

  • Exact Mass: 115.099714038g/mol
  • Monoisotopic Mass: 115.099714038g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 2
  • Complexity: 65.5
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.2
  • Topological Polar Surface Area: 21.3?2

Experimental Properties

  • Density: 0.894
  • Boiling Point: 142 oC
  • Flash Point: 46 oC

2-(Methoxymethyl)pyrrolidine Security Information

  • HazardClass:IRRITANT

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2-(Methoxymethyl)pyrrolidine Suppliers

Amadis Chemical Company Limited
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(CAS:76946-27-5)2-(Methoxymethyl)pyrrolidine
Order Number:A22430
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:02
Price ($):838.0

Additional information on 2-(Methoxymethyl)pyrrolidine

Introduction to 2-(Methoxymethyl)pyrrolidine (CAS No. 76946-27-5) and Its Emerging Applications in Chemical Biology

2-(Methoxymethyl)pyrrolidine, identified by the Chemical Abstracts Service Number (CAS No.) 76946-27-5, is a heterocyclic organic compound that has garnered significant attention in the field of chemical biology due to its unique structural and functional properties. This compound belongs to the pyrrolidine class, which is characterized by a five-membered ring containing one nitrogen atom. The presence of a methoxymethyl substituent at the 2-position of the pyrrolidine ring imparts distinct reactivity and binding capabilities, making it a valuable scaffold for drug discovery and material science applications.

The methoxymethyl group, also known as an O-methyl ether, introduces both hydrophobic and hydrophilic interactions depending on the surrounding environment. This dual nature allows 2-(Methoxymethyl)pyrrolidine to interact favorably with both polar and nonpolar biological targets, enhancing its utility in medicinal chemistry. Recent studies have highlighted its potential as a building block in the synthesis of novel bioactive molecules, particularly in the development of protease inhibitors and kinase modulators.

In the realm of drug design, 2-(Methoxymethyl)pyrrolidine has been explored as a key intermediate in the creation of peptidomimetics. Peptidomimetics are designed to mimic the bioactivity of natural peptides while avoiding their limitations, such as poor oral bioavailability and susceptibility to enzymatic degradation. The pyrrolidine ring itself is a common motif in many biologically active peptides, providing a scaffold that can be modified to enhance pharmacokinetic properties. The incorporation of the methoxymethyl group further facilitates the development of conformationally constrained analogs, which can improve binding affinity and selectivity.

One of the most compelling applications of 2-(Methoxymethyl)pyrrolidine is in the field of immunotherapy. Emerging research suggests that derivatives of this compound can modulate immune cell signaling pathways, particularly those involving T-cell receptors and cytokine release. For instance, studies have demonstrated that certain analogs can enhance the activation of regulatory T-cells (Tregs), which play a crucial role in maintaining immune tolerance. This finding holds promise for the development of new immunomodulatory therapies for autoimmune diseases and transplantation rejection.

The compound's versatility also extends to material science applications. The methoxymethyl group can serve as an anchor point for polymerization reactions, enabling the synthesis of functionalized polymers with tailored properties. These polymers have potential uses in drug delivery systems, where precise control over molecular architecture is essential for optimizing release kinetics and targeting specificity. Additionally, modifications to the pyrrolidine ring can influence solubility and thermal stability, making this class of compounds attractive for industrial applications.

Recent advances in computational chemistry have further accelerated the discovery process for derivatives of 2-(Methoxymethyl)pyrrolidine. Molecular docking simulations and quantum mechanical calculations allow researchers to predict binding affinities and metabolic stability with high accuracy. This computational approach has been instrumental in identifying lead compounds for further optimization. For example, virtual screening has identified novel analogs with enhanced binding to bacterial enzymes involved in antibiotic resistance pathways, offering a potential strategy to combat multidrug-resistant infections.

The synthesis of 2-(Methoxymethyl)pyrrolidine itself presents an interesting challenge due to its reactive nature. Traditional synthetic routes often involve nucleophilic substitution reactions or ring-closing metathesis, but recent methodologies have focused on greener approaches using catalytic systems under mild conditions. Transition metal-catalyzed reactions have emerged as particularly effective for constructing complex heterocyclic frameworks efficiently. These methods not only improve yield but also reduce waste generation, aligning with sustainable chemistry principles.

In conclusion, 2-(Methoxymethyl)pyrrolidine (CAS No. 76946-27-5) represents a fascinating compound with broad applications across multiple disciplines. Its unique structural features make it an invaluable tool for medicinal chemists seeking to develop novel therapeutics, while its material science potential offers new avenues for innovation. As research continues to uncover new functionalities and synthetic strategies, this compound is poised to play an increasingly important role in addressing some of today's most pressing scientific challenges.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:76946-27-5)2-(Methoxymethyl)pyrrolidine
A22430
Purity:99%
Quantity:25g
Price ($):838.0
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