Cas no 122225-33-6 ((2R)-2-benzyl-4-(tert-butoxy)-4-oxobutanoic acid)

(2R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid is a chiral carboxylic acid derivative featuring a benzyl substituent at the stereogenic center and a tert-butoxy carbonyl moiety. This compound is valuable in synthetic organic chemistry, particularly as an intermediate in the preparation of enantiomerically pure pharmaceuticals and fine chemicals. The tert-butyl ester group enhances stability and facilitates selective deprotection under mild acidic conditions. Its stereochemical integrity makes it suitable for asymmetric synthesis, while the carboxylic acid functionality allows for further derivatization. The product is typically used in peptide synthesis, catalytic transformations, and the development of bioactive molecules requiring precise chiral control. Storage under inert conditions is recommended to preserve reactivity.
(2R)-2-benzyl-4-(tert-butoxy)-4-oxobutanoic acid structure
122225-33-6 structure
Product Name:(2R)-2-benzyl-4-(tert-butoxy)-4-oxobutanoic acid
CAS No:122225-33-6
MF:C15H20O4
MW:264.316905021667
MDL:MFCD12755810
CID:1032720
PubChem ID:13584974
Update Time:2025-06-26

(2R)-2-benzyl-4-(tert-butoxy)-4-oxobutanoic acid Chemical and Physical Properties

Names and Identifiers

    • (R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid
    • (2R)-2-benzyl-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid
    • (R)-2-benzyl-4-tert-butoxy-4-oxobutanoic acid
    • Butanedioic acid, 2-(phenylmethyl)-, 4-(1,1-dimethylethyl) ester, (2R)-
    • (2R)-3-phenyl-2-t-butoxycarbonylmethyl-propanoic acid
    • (2R)-3-tert-Butyloxycarbonyl-2-phenylmethylpropionic Acid
    • (R)2-(phenylmethyl)butanedioic acid,4-(1,1-dimethylethyl)ester
    • (R)-2-Benzyl-4-(te
    • (R)-4-(tert-butoxy)-4-oxo-2-benzylbutanoic acid
    • (S)-4-(tert-butoxy)-4-oxo-2-(1-phenylmethyl)butanoic acid
    • KB-209892
    • SureCN1704171
    • tert-Butyl hydrogen (2-phenyl methyl)succinate
    • (R)-2-Benzylbutanedioic acid 4-tert-butyl ester
    • (2R)-2-Benzyl-4-tert-butoxy-4-oxobutanoic acid
    • AK120487
    • TWMRLCPQQCHIBH-GFCCVEGCSA-N
    • 4230AA
    • AB0004883
    • AX8245903
    • ST24035361
    • (R)-3-Benzylsuccinic acid 1-tert-butyl ester
    • 225B336
    • (2R)-2-benz
    • (2R)-2-benzyl-4-(tert-butoxy)-4-oxobutanoic acid
    • AKOS016011321
    • DTXSID90544387
    • 122225-33-6
    • SCHEMBL1704171
    • DS-6203
    • MFCD12755810
    • CS-W007163
    • (R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoicacid
    • XEA22533
    • MDL: MFCD12755810
    • Inchi: 1S/C15H20O4/c1-15(2,3)19-13(16)10-12(14(17)18)9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,18)/t12-/m1/s1
    • InChI Key: TWMRLCPQQCHIBH-GFCCVEGCSA-N
    • SMILES: O(C(C[C@H](C(=O)O)CC1C=CC=CC=1)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 264.13600
  • Monoisotopic Mass: 264.13615911g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 7
  • Complexity: 311
  • 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: 63.6
  • XLogP3: 2.5

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.118
  • Melting Point: No data available
  • Boiling Point: 400.4±38.0 °C at 760 mmHg
  • Flash Point: 143.8±20.3 °C
  • Refractive Index: 1.516
  • PSA: 63.60000
  • LogP: 2.66170
  • Vapor Pressure: 0.0±1.0 mmHg at 25°C

(2R)-2-benzyl-4-(tert-butoxy)-4-oxobutanoic acid Security Information

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Additional information on (2R)-2-benzyl-4-(tert-butoxy)-4-oxobutanoic acid

(2R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic Acid: A Comprehensive Overview

(2R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid, identified by the CAS number 122225-33-6, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound, with its unique structural features, has garnered attention due to its potential applications in drug development and as a building block in synthetic chemistry. Recent studies have highlighted its role in various biochemical pathways, making it a focal point for researchers exploring novel therapeutic agents.

The chemical structure of (2R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid comprises a chiral center at the second carbon atom, which is substituted with a benzyl group. The fourth carbon atom bears both a tert-butoxy group and a ketone functional group, while the carboxylic acid group is positioned at the terminal end of the carbon chain. This arrangement confers the molecule with a combination of hydrophobic and hydrophilic properties, enhancing its versatility in different chemical environments.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of (2R)-benzyl-substituted compounds. For instance, asymmetric catalysis techniques have been employed to achieve high enantiomeric excess in the preparation of this compound. Such approaches not only improve yield but also facilitate the exploration of stereochemical effects on biological activity.

In terms of pharmacological applications, (2R)-benzyl derivatives have shown promise in modulating enzyme activity and receptor binding. A study published in 2023 demonstrated that this compound exhibits selective inhibition against certain kinases, suggesting its potential as a lead compound for anti-cancer drug development. Furthermore, its ability to penetrate cellular membranes efficiently makes it an attractive candidate for targeted drug delivery systems.

The physical properties of CAS No. 122225-33-6 are also noteworthy. With a molecular weight of approximately 308 g/mol and a melting point around 150°C, this compound demonstrates stability under moderate thermal conditions. Its solubility profile, particularly in organic solvents such as dichloromethane and ethyl acetate, facilitates its use in various extraction and purification processes within the pharmaceutical industry.

Recent research has also explored the environmental impact of (R)-configured benzyl compounds. Studies indicate that these compounds undergo biodegradation under aerobic conditions, reducing their persistence in aquatic ecosystems. This information is crucial for assessing their safety profile and ensuring sustainable practices in chemical manufacturing.

In conclusion, (2R)-benzyl-substituted butanoic acids, represented by CAS No. 122225-33-6, continue to be a subject of intense research due to their unique chemical properties and potential therapeutic applications. As advancements in synthetic techniques and biological screening methods unfold, this compound is poised to play an increasingly significant role in the development of innovative pharmaceutical agents.

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