Cas no 27000-00-6 (Methyl-(2R)-2-hydroxy-3-phenylpropanoate)

Methyl-(2R)-2-hydroxy-3-phenylpropanoate is a chiral ester compound characterized by its (2R) stereochemistry and a phenylpropanoate backbone. Its key structural features include a hydroxyl group at the C-2 position and a methyl ester moiety, making it a versatile intermediate in organic synthesis, particularly for pharmaceuticals and fine chemicals. The enantiomeric purity of the (2R) configuration is advantageous for asymmetric synthesis, ensuring high selectivity in reactions such as esterifications or chiral resolutions. Its stability under standard conditions and compatibility with common reagents further enhance its utility in research and industrial applications. This compound is particularly valued for its role in producing optically active derivatives.
Methyl-(2R)-2-hydroxy-3-phenylpropanoate structure
27000-00-6 structure
Product Name:Methyl-(2R)-2-hydroxy-3-phenylpropanoate
CAS No:27000-00-6
MF:C10H12O3
MW:180.200483322144
MDL:MFCD09842268
CID:53054
PubChem ID:10986876
Update Time:2025-11-01

Methyl-(2R)-2-hydroxy-3-phenylpropanoate Chemical and Physical Properties

Names and Identifiers

    • (R)-Methyl 2-hydroxy-3-phenylpropanoate
    • METHYL-(2R)-2-HYDROXY-3-PHENYLPROPANOATE
    • Methyl D-3-Phenyllactate
    • methyl (2R)-2-hydroxy-3-phenylpropanoate
    • Methyl (R)-2-Hydroxy-3-Phenylpropionate
    • (R)-2-Hydroxy-3-phenylpropionic Acid Methyl Ester
    • D-3-Phenyllactic Acid Methyl Ester
    • Methyl L-3-phenyllactate
    • Methyl 3-phenyl-2(R)-hydroxypropionate
    • PubChem14742
    • methyl (2R)-2-hydroxy-3-phenyl-propanoate
    • D-3-Phenyllactic acid-OMe
    • KSC496K6F
    • NMPPJJIBQQCOOI
    • Methyl-(2R)-2-hydroxy-3-phenylpropanoate
    • MDL: MFCD09842268
    • Inchi: 1S/C10H12O3/c1-13-10(12)9(11)7-8-5-3-2-4-6-8/h2-6,9,11H,7H2,1H3/t9-/m1/s1
    • InChI Key: NMPPJJIBQQCOOI-SECBINFHSA-N
    • SMILES: O[C@@H](C(=O)OC)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 180.07900
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 162
  • Topological Polar Surface Area: 46.5

Experimental Properties

  • Density: 1.150
  • Melting Point: 47.0 to 51.0 deg-C
  • Boiling Point: 115°C/3mmHg(lit.)
  • Flash Point: 119.965 °C
  • PSA: 46.53000
  • LogP: 0.76300

Methyl-(2R)-2-hydroxy-3-phenylpropanoate Security Information

Methyl-(2R)-2-hydroxy-3-phenylpropanoate Customs Data

  • HS CODE:2918199090
  • Customs Data:

    China Customs Code:

    2918199090

    Overview:

    HS: 2918199090. Other alcohol containing but not other oxy carboxylic acids(Including its anhydride\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

Methyl-(2R)-2-hydroxy-3-phenylpropanoate Pricemore >>

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Additional information on Methyl-(2R)-2-hydroxy-3-phenylpropanoate

Introduction to Methyl-(2R)-2-hydroxy-3-phenylpropanoate (CAS No. 27000-00-6)

Methyl-(2R)-2-hydroxy-3-phenylpropanoate, a compound with the chemical formula C10H12O3, is a key intermediate in the synthesis of various pharmaceuticals and specialty chemicals. Its unique structural properties, characterized by a (2R)-configuration and the presence of both hydroxyl and phenyl groups, make it a subject of significant interest in modern chemical research. This article provides an in-depth exploration of this compound, focusing on its synthesis, applications, and recent advancements in pharmaceutical research.

The compound is identified by the CAS number 27000-00-6, which serves as a unique identifier in scientific literature and databases. The molecular structure of Methyl-(2R)-2-hydroxy-3-phenylpropanoate consists of a propanoate ester moiety linked to a phenyl ring, with the hydroxyl group located at the second carbon atom. This specific arrangement imparts unique reactivity and biological activity, making it a valuable building block in organic synthesis.

In recent years, there has been growing interest in the pharmaceutical applications of Methyl-(2R)-2-hydroxy-3-phenylpropanoate. Its structural features suggest potential utility in the development of drugs targeting various therapeutic areas. For instance, studies have shown that derivatives of this compound exhibit inhibitory effects on certain enzymes and receptors, which could be exploited for the treatment of inflammatory diseases and metabolic disorders.

The synthesis of Methyl-(2R)-2-hydroxy-3-phenylpropanoate typically involves multi-step organic reactions, often starting from readily available precursors such as phenylacetic acid or its derivatives. The key step in the synthesis is the stereoselective formation of the (2R)-configuration, which is crucial for achieving the desired biological activity. Advanced catalytic methods and asymmetric synthesis techniques have been employed to enhance the efficiency and yield of this process.

One of the most notable advancements in the field is the development of green chemistry approaches for synthesizing Methyl-(2R)-2-hydroxy-3-phenylpropanoate. Researchers have been exploring solvent-free reactions, biocatalysis, and microwave-assisted synthesis to minimize waste and energy consumption. These methods not only improve sustainability but also enhance scalability for industrial production.

The biological activity of Methyl-(2R)-2-hydroxy-3-phenylpropanoate has been extensively studied in recent years. Preclinical trials have demonstrated its potential as an anti-inflammatory agent by modulating key signaling pathways involved in inflammation. Additionally, its ability to interact with specific biological targets has led to investigations into its role in treating neurological disorders and cancer.

In conclusion, Methyl-(2R)-2-hydroxy-3-phenylpropanoate (CAS No. 27000-00-6) is a versatile compound with significant potential in pharmaceutical research. Its unique structural features and reactivity make it an invaluable intermediate for synthesizing novel therapeutic agents. As research continues to uncover new applications and synthetic methods, this compound is poised to play a crucial role in the development of next-generation drugs.

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