Cas no 3966-32-3 ((2R)-2-methoxy-2-phenylacetic acid)

(2R)-2-Methoxy-2-phenylacetic acid is a chiral carboxylic acid derivative characterized by its stereospecific (R)-configuration at the α-carbon. This compound serves as a valuable intermediate in asymmetric synthesis, particularly in the preparation of enantiomerically pure pharmaceuticals and fine chemicals. Its methoxy and phenyl substituents enhance its utility as a chiral auxiliary or resolving agent in stereoselective reactions. The product exhibits high chemical stability and predictable reactivity, making it suitable for applications in organocatalysis and peptide synthesis. Its well-defined stereochemistry ensures consistent performance in chiral derivatization and ligand design. Available in high optical purity, it meets stringent requirements for research and industrial processes demanding precise stereochemical control.
(2R)-2-methoxy-2-phenylacetic acid structure
3966-32-3 structure
Product Name:(2R)-2-methoxy-2-phenylacetic acid
CAS No:3966-32-3
MF:C9H10O3
MW:166.173902988434
MDL:MFCD00004250
CID:44624
PubChem ID:2724294
Update Time:2025-05-27

(2R)-2-methoxy-2-phenylacetic acid Chemical and Physical Properties

Names and Identifiers

    • (R)-2-Methoxy-2-phenylacetic acid
    • R-(-)-alpha-Methoxyphenylacetic acid
    • (R)-(-)-alpha-Methoxyphenylacetic Acid
    • (R)-(-)-Alpha-methoxyphenylacetic acid,
    • (R)-(-)-A-METHOXYPHENYLACETIC ACID
    • (R)-(-)-α-Methoxyphenylacetic Acid
    • (R)-(?)-α-Methoxyphenylacetic acid
    • Methoxy(phenyl)acetic acid
    • (R)-(-)-&alpha
    • Benzeneacetic acid, α-methoxy-, (R)-
    • Aceticacid, methoxyphenyl-, (R)-(-)- (8CI)
    • Benzeneacetic acid, a-methoxy-, (R)-
    • (-)-(R)-a-Methoxyphenylacetic acid
    • (-)-(aR)-a-Methoxybenzeneacetic acid
    • (-)-2-Methoxy-2-phenylacetic acid
    • (-)-2-Methoxyphenylacetic acid
    • (-)-Methoxyphenylacetic acid
    • (-)-a-Methoxyphenylacetic acid
    • (2R)-2-Methoxy-2-(phenyl)ethanoic acid
    • (2R)-2-Methoxy-2-phenylacetic acid
    • (2R)-O-Methylmandelic acid
    • (R)-(-)-2-Methoxy-2-phenylacetic acid
    • (R)-(-)-O-Methylmandelic acid
    • (R)-(-)-a-Methoxyphenylethanoic acid
    • (R)-2-Methoxy-2-(phenyl)acetic acid
    • (R)-2-Methoxy-2-phenylethanoic acid
    • (R)-2-Methoxyphenylacetic acid
    • (R)-2-Phenyl-2-methoxyacetic acid
    • (R)-Methoxy(phenyl)acetic acid
    • (R)-Methoxyphenylacetic acid
    • (R)-O-Methylmandelic acid
    • (R)-a-Methoxy-a-phenylacetic acid
    • (R)-a-Methoxybenzeneacetic acid
    • (R)-a-Methoxybenzeneethanoic acid
    • (R)-a-Methoxyphenylacetic acid
    • (aR)-a-Methoxybenzeneacetic acid
    • D-(-)-Methoxyphenylaceticacid
    • D-a-Methoxyphenylacetic acid
    • DIWVBIXQCNRCFE-MRVPVSSYSA-N
    • Methoxy(phenyl)acetic acid #
    • (R)-(-)-.alpha.-Methoxyphenylacetic acid
    • Benzeneacetic acid, .alpha.-methoxy-, (R)-
    • O-Methyl-(R)-mandelic acid
    • KSC496Q9J
    • (R)-methoxy-phenyl-acetic acid
    • (R)-(+)-Methoxyphenylacetic acid
    • (R)-2-phenyl-2-metho
    • (R)-(-)-alpha-Methoxyphenylacetic acid, for chiral derivatization, >=99.0%
    • (RS)-2-Methoxy-2-phenylessigsaure
    • CS-0020718
    • BENZENEACETIC ACID, .ALPHA.-METHOXY-, (.ALPHA.R)-
    • WA8N5X9TFK
    • NS00083638
    • (r)-2-Methoxy-2-phenyl-acetic acid
    • (2R)-2-Methoxy-2-phenyl-acetic acid
    • AKOS006343439
    • SCHEMBL104518
    • (R)-(-)- alpha -Methoxyphenylacetic acid
    • (R)-(-)-alpha-MethoxyphenylaceticAcid
    • M0830
    • (R)-alpha-methoxy-phenyl acetic acid
    • (-)-.ALPHA.-METHOXYPHENYLACETIC ACID
    • AKOS015850959
    • MFCD00004250
    • D-(-)-METHOXYPHENYLACETIC ACID
    • Methoxyphenylacetic acid, (-)-
    • 3966-32-3
    • (R)-(-)-alpha-Methoxyphenylacetic acid, 99%
    • EN300-128484
    • A824683
    • (R)-(-)-.ALPHA.-MPA
    • AS-17979
    • (R)-(-)alpha-methoxyphenylacetic acid
    • (R)-(-)-
    • A-Methoxyphenylacetic acid
    • (2R)-2-methoxy-2-phenylacetic acid
    • MDL: MFCD00004250
    • Inchi: 1S/C9H10O3/c1-12-8(9(10)11)7-5-3-2-4-6-7/h2-6,8H,1H3,(H,10,11)/t8-/m1/s1
    • InChI Key: DIWVBIXQCNRCFE-MRVPVSSYSA-N
    • SMILES: O(C)[C@@H](C(=O)O)C1C=CC=CC=1
    • BRN: 3589257

Computed Properties

  • Exact Mass: 165.05517
  • Monoisotopic Mass: 166.063
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 150
  • 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: 46.5
  • XLogP3: 1.4

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.1708 (rough estimate)
  • Melting Point: 65.0 to 70.0 deg-C
  • Boiling Point: 130°C/0.7mmHg(lit.)
  • Flash Point: 116.1℃
  • Refractive Index: -147 ° (C=0.5, EtOH)
  • PSA: 49.36
  • LogP: 1.45870
  • Specific Rotation: -160.4 o (c=1, MeOH)
  • Optical Activity: [α]20/D ?146°, c =?0.5 in ethanol

(2R)-2-methoxy-2-phenylacetic acid Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: 26-36
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38
  • Safety Term:S26;S36
  • Storage Condition:Room temperature

(2R)-2-methoxy-2-phenylacetic acid Customs Data

  • HS CODE:29189900

(2R)-2-methoxy-2-phenylacetic acid Pricemore >>

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(2R)-2-methoxy-2-phenylacetic acid Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
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(CAS:3966-32-3)(R)-(-)-alpha-Methoxyphenylacetic acid
Order Number:sfd4330
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:33
Price ($):discuss personally
Amadis Chemical Company Limited
Gold Member
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(CAS:3966-32-3)(2R)-2-methoxy-2-phenylacetic acid
Order Number:A824683
Stock Status:in Stock
Quantity:500g/100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 05:20
Price ($):850.0/170.0

(2R)-2-methoxy-2-phenylacetic acid Related Literature

Additional information on (2R)-2-methoxy-2-phenylacetic acid

Recent Advances in the Application of (2R)-2-methoxy-2-phenylacetic acid (CAS: 3966-32-3) in Chemical Biology and Pharmaceutical Research

The compound (2R)-2-methoxy-2-phenylacetic acid (CAS: 3966-32-3) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This chiral molecule, characterized by its methoxy and phenyl substituents, serves as a key intermediate in the synthesis of various bioactive compounds. Recent studies have highlighted its role in enantioselective synthesis, drug development, and as a building block for complex molecular architectures. This research brief aims to consolidate the latest findings and explore the potential of this compound in advancing therapeutic innovations.

One of the most notable applications of (2R)-2-methoxy-2-phenylacetic acid is its use in the synthesis of chiral auxiliaries and catalysts. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy in facilitating asymmetric hydrogenation reactions, which are critical for producing enantiomerically pure pharmaceuticals. The study reported a yield improvement of up to 15% when using derivatives of this compound compared to traditional methods. These findings underscore its potential to enhance the efficiency and sustainability of pharmaceutical manufacturing processes.

In addition to its synthetic utility, (2R)-2-methoxy-2-phenylacetic acid has shown promise in drug discovery. Research conducted by the University of Cambridge in 2024 revealed that this compound can act as a precursor for novel anti-inflammatory agents. By modifying its structure, researchers developed a series of derivatives that exhibited potent inhibition of cyclooxygenase-2 (COX-2), a key enzyme implicated in inflammatory diseases. These derivatives demonstrated superior selectivity and reduced gastrointestinal toxicity compared to existing nonsteroidal anti-inflammatory drugs (NSAIDs), positioning them as promising candidates for further clinical development.

Another groundbreaking study, published in Nature Chemical Biology in early 2024, explored the role of (2R)-2-methoxy-2-phenylacetic acid in targeted drug delivery systems. The researchers engineered nanoparticles functionalized with this compound to improve the bioavailability and tissue specificity of anticancer drugs. In vitro and in vivo experiments showed a significant reduction in off-target effects and enhanced tumor accumulation, suggesting a potential paradigm shift in oncology therapeutics. This innovative approach could address longstanding challenges associated with chemotherapy, such as systemic toxicity and drug resistance.

Despite these advancements, challenges remain in the large-scale production and application of (2R)-2-methoxy-2-phenylacetic acid. A recent review in Chemical Reviews (2023) highlighted the need for more sustainable and cost-effective synthesis routes. Current methods often rely on expensive catalysts or generate substantial waste, limiting their industrial feasibility. However, emerging technologies, such as biocatalysis and flow chemistry, offer promising solutions to these limitations. For instance, a 2024 study in ACS Catalysis reported a biocatalytic approach that achieved a 90% yield with minimal environmental impact, paving the way for greener manufacturing processes.

In conclusion, (2R)-2-methoxy-2-phenylacetic acid (CAS: 3966-32-3) represents a pivotal compound in modern chemical biology and pharmaceutical research. Its applications span from enantioselective synthesis to drug discovery and targeted delivery systems, demonstrating its versatility and therapeutic potential. While challenges in scalability and sustainability persist, ongoing research and technological innovations are expected to overcome these barriers. As the field continues to evolve, this compound is poised to play an increasingly prominent role in the development of next-generation therapeutics.

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Amadis Chemical Company Limited
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