Cas no 49607-01-4 ((2R)-2-amino-2-cyclopropyl-acetic acid)

(2R)-2-Amino-2-cyclopropyl-acetic acid is a chiral non-proteinogenic amino acid characterized by its cyclopropyl substituent, which imparts unique steric and electronic properties. This compound serves as a valuable building block in organic synthesis and pharmaceutical research, particularly in the design of peptidomimetics and bioactive molecules. Its rigid cyclopropyl ring enhances conformational stability, making it useful for studying structure-activity relationships. The (R)-enantiomer offers high stereochemical purity, critical for applications requiring precise chirality. The compound’s compatibility with standard coupling reagents facilitates its incorporation into peptides and small-molecule derivatives. Its stability under a range of reaction conditions further underscores its utility in medicinal chemistry and asymmetric synthesis.
(2R)-2-amino-2-cyclopropyl-acetic acid structure
49607-01-4 structure
Product Name:(2R)-2-amino-2-cyclopropyl-acetic acid
CAS No:49607-01-4
MF:C5H9NO2
MW:115.130461454391
MDL:MFCD06659109
CID:55742
PubChem ID:1520863
Update Time:2025-05-22

(2R)-2-amino-2-cyclopropyl-acetic acid Chemical and Physical Properties

Names and Identifiers

    • D-Cyclopropylglycine
    • (R)-Cyclopropylglycine
    • (2R)-2-Amino-2-cyclopropylacetic acid
    • (R)-2-Amino-2-cyclopropylacetic acid
    • (R)-2-Cyclopropylglycine
    • Cyclopropylglycine
    • L-cyclopropyl Glycine
    • AC-5886
    • D-Cyclopropyl glycine
    • (R)-Amino-cyclopropyl-acetic acid
    • (2R)-2-amino-2-cyclopropyl-acetic acid
    • BUSBCPMSNBMUMT-SCSAIBSYSA-N
    • (R)-Amino cyclopropyl acetic acid
    • (aR)-a-Aminocyclopropaneacetic acid
    • BC225198
    • AB0081642
    • (2R)-2-
    • EN300-101594
    • CS-0054153
    • AS-42048
    • (R)-2-amino-2-cyclopropylaceticacid
    • AKOS017344543
    • 49607-01-4
    • MFCD06659109
    • SCHEMBL1531463
    • DTXSID30364086
    • (R)-AMINO(CYCLOPROPYL)ACETIC ACID
    • MDL: MFCD06659109
    • Inchi: 1S/C5H9NO2/c6-4(5(7)8)3-1-2-3/h3-4H,1-2,6H2,(H,7,8)/t4-/m1/s1
    • InChI Key: BUSBCPMSNBMUMT-SCSAIBSYSA-N
    • SMILES: OC([C@@H](C1CC1)N)=O

Computed Properties

  • Exact Mass: 115.06300
  • Monoisotopic Mass: 115.063
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 2
  • Complexity: 109
  • 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
  • Topological Polar Surface Area: 63.3
  • XLogP3: -2.6

Experimental Properties

  • Density: 1.321
  • Melting Point: 328-333°C
  • Boiling Point: 253.5 °C at 760 mmHg
  • Flash Point: 107.1 °C
  • PSA: 63.32000
  • LogP: 0.50860
  • Specific Rotation: -101° ~ -106° (c = 1 in 1 M HCl)

(2R)-2-amino-2-cyclopropyl-acetic acid Security Information

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(2R)-2-amino-2-cyclopropyl-acetic acid Production Method

(2R)-2-amino-2-cyclopropyl-acetic acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:49607-01-4)(2R)-2-amino-2-cyclopropyl-acetic acid
Order Number:A855792
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:56
Price ($):671.0

(2R)-2-amino-2-cyclopropyl-acetic acid Related Literature

Additional information on (2R)-2-amino-2-cyclopropyl-acetic acid

CAS No. 49607-01-4: (2R)-2-amino-2-cyclopropyl-acetic acid

CAS No. 49607-01-4, also known as (2R)-2-amino-2-cyclopropyl-acetic acid, is a chiral amino acid derivative with significant potential in various fields of chemical and pharmaceutical research. This compound has garnered attention due to its unique structural features and promising applications in drug discovery and development.

The structure of (2R)-2-amino-2-cyclopropyl-acetic acid consists of a central carbon atom bonded to an amino group, a cyclopropyl group, and two carboxylic acid groups. The cyclopropyl group introduces strain into the molecule, which can influence its reactivity and interactions with biological systems. The amino group provides nucleophilic character, while the carboxylic acid groups contribute acidic properties, making this compound versatile in chemical reactions.

Recent studies have highlighted the importance of (2R)-2-amino-2-cyclopropyl-acetic acid in the development of peptide-based drugs. Its chiral center allows for enantioselective synthesis, which is crucial in producing drugs with high efficacy and reduced side effects. Researchers have explored its role as a building block in peptide synthesis, where its unique stereochemistry can enhance the bioavailability and stability of resulting compounds.

In terms of synthesis, (2R)-2-amino-2-cyclopropyl-acetic acid can be prepared through various methods, including enzymatic resolution and asymmetric catalysis. These methods ensure high optical purity, which is essential for its application in pharmaceuticals. Recent advancements in asymmetric synthesis have made it possible to produce this compound on a larger scale, making it more accessible for research and industrial use.

The biological activity of (2R)-2-amino-2-cyclopropyl-acetic acid has been extensively studied. It has shown potential as an inhibitor of certain enzymes involved in metabolic pathways, making it a candidate for treating metabolic disorders. Additionally, its ability to modulate ion channels has been explored in the context of neurodegenerative diseases.

From an environmental perspective, (2R)-2-amino-2-cyclopropyl-acetic acid exhibits low toxicity profiles under standard laboratory conditions. Its degradation pathways have been investigated to ensure minimal environmental impact during its production and use.

In conclusion, CAS No. 49607-01-4, or (2R)-2-amino-2-cyclopropyl-acetic acid, represents a valuable compound with diverse applications in chemistry and pharmacology. Its unique structure and properties continue to drive innovative research, positioning it as a key player in the development of novel therapeutic agents.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:49607-01-4)(2R)-2-amino-2-cyclopropyl-acetic acid
A855792
Purity:99%
Quantity:25g
Price ($):671.0
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