Cas no 1217977-71-3 (a-Me-Asp(OtBu)-OH)

a-Me-Asp(OtBu)-OH, or α-methyl-L-aspartic acid β-tert-butyl ester, is a protected derivative of aspartic acid featuring a methyl substitution at the α-position and a tert-butyl ester group at the β-carboxyl. This modification enhances steric hindrance and stability, making it valuable in peptide synthesis, particularly for preventing racemization and β-elimination side reactions. The tert-butyl ester group offers orthogonal protection, enabling selective deprotection under mild acidic conditions. Its chiral purity and tailored reactivity make it suitable for constructing complex peptides and peptidomimetics. The compound is widely used in medicinal chemistry and bioconjugation, where controlled incorporation of non-natural amino acids is required.
a-Me-Asp(OtBu)-OH structure
a-Me-Asp(OtBu)-OH structure
Product Name:a-Me-Asp(OtBu)-OH
CAS No:1217977-71-3
MF:C9H17NO4
MW:203.23558306694
MDL:MFCD17018953
CID:1213229
PubChem ID:51885231
Update Time:2025-06-12

a-Me-Asp(OtBu)-OH Chemical and Physical Properties

Names and Identifiers

    • (2S)-2-Amino-2-methyl-4-[(2-methyl-2-propanyl)oxy]-4-oxobutanoic acid (non-preferred name)
    • (S)-α-Methylaspartic acid-4-tert-butyl ester
    • H-alpha-me-l-asp(tbu)-oh
    • (S)-2-Amino-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid
    • (S)-Alpha-Methylaspartic Acid-4-Tert-Butyl Ester
    • (2S)-2-amino-2-methyl-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid
    • (S)-alpha-Methylaspartic acid-4-t-butyl ester
    • (S)-alpha-Methylaspartic acid -4-(tert-butyl) ester
    • (S)-Alpha-MethylasparticAcid-4-Tert-ButylEster
    • (R)-a-methylaspartic acid-4-tert-butyl ester
    • F12121
    • S-1217977-71-3
    • (S)-2-Amino-4-(tert-butoxy)-2-methyl-4-oxobutanoicacid
    • L-Aspartic acid, 2-methyl-, 4-(1,1-dimethylethyl) ester
    • AS-47113
    • 1217977-71-3
    • (S)-alpha-MethylAspartic acid -4-tert-butyl ester
    • AKOS026674185
    • a-Me-Asp(OtBu)-OH
    • MDL: MFCD17018953
    • Inchi: 1S/C9H17NO4/c1-8(2,3)14-6(11)5-9(4,10)7(12)13/h5,10H2,1-4H3,(H,12,13)/t9-/m0/s1
    • InChI Key: VIQZVYPYYUPDQY-VIFPVBQESA-N
    • SMILES: O(C(C[C@](C(=O)O)(C)N)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 203.11600
  • Monoisotopic Mass: 203.11575802g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 5
  • Complexity: 244
  • 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
  • XLogP3: -2.4
  • Topological Polar Surface Area: 89.6

Experimental Properties

  • Density: 1.135±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Slightly soluble (14 g/l) (25 o C),
  • PSA: 89.62000
  • LogP: 1.22050

a-Me-Asp(OtBu)-OH Pricemore >>

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Additional information on a-Me-Asp(OtBu)-OH

Recent Advances in the Application of 1217977-71-3 and a-Me-Asp(OtBu)-OH in Chemical Biology and Pharmaceutical Research

The chemical compound with the CAS number 1217977-71-3 and the product a-Me-Asp(OtBu)-OH have garnered significant attention in recent years due to their potential applications in chemical biology and pharmaceutical research. These compounds are particularly relevant in the synthesis of modified peptides and peptidomimetics, which play a crucial role in drug discovery and development. This research brief aims to summarize the latest findings related to these compounds, focusing on their synthesis, biological activity, and potential therapeutic applications.

Recent studies have highlighted the importance of 1217977-71-3 as a key intermediate in the synthesis of complex organic molecules. Its unique chemical properties make it an ideal candidate for the development of novel pharmaceuticals, particularly in the field of oncology and infectious diseases. Meanwhile, a-Me-Asp(OtBu)-OH, a protected form of aspartic acid, has been extensively used in peptide synthesis to improve stability and bioavailability. Researchers have explored its incorporation into peptide chains to enhance their pharmacological properties.

One of the most notable advancements involves the use of 1217977-71-3 in the development of kinase inhibitors. Kinases are critical targets in cancer therapy, and the ability to modulate their activity with high specificity is a major focus of current research. Studies have demonstrated that derivatives of 1217977-71-3 exhibit potent inhibitory effects on specific kinase pathways, offering promising leads for the treatment of various cancers. Additionally, a-Me-Asp(OtBu)-OH has been employed in the design of peptide-based therapeutics, where its incorporation has been shown to improve metabolic stability and target binding affinity.

In terms of synthetic methodologies, recent publications have described innovative approaches to the preparation of 1217977-71-3 and a-Me-Asp(OtBu)-OH. These methods emphasize efficiency, scalability, and environmental sustainability, addressing some of the key challenges in large-scale pharmaceutical production. For instance, green chemistry techniques have been applied to reduce the use of hazardous reagents and solvents, aligning with the industry's growing emphasis on sustainable practices.

The biological evaluation of these compounds has also yielded insightful results. Preclinical studies have investigated the pharmacokinetics and pharmacodynamics of 1217977-71-3 derivatives, revealing favorable profiles in terms of absorption, distribution, metabolism, and excretion (ADME). Similarly, a-Me-Asp(OtBu)-OH-containing peptides have demonstrated enhanced stability in biological matrices, making them suitable candidates for further development. These findings underscore the potential of these compounds to advance the field of medicinal chemistry.

Looking ahead, the integration of 1217977-71-3 and a-Me-Asp(OtBu)-OH into drug discovery pipelines holds great promise. Researchers are exploring their utility in combination therapies, where their synergistic effects could lead to improved therapeutic outcomes. Furthermore, advancements in computational modeling and artificial intelligence are expected to accelerate the identification of optimal derivatives and formulations, paving the way for next-generation pharmaceuticals.

In conclusion, the ongoing research on 1217977-71-3 and a-Me-Asp(OtBu)-OH highlights their significant potential in chemical biology and pharmaceutical applications. Their roles in peptide synthesis, kinase inhibition, and drug development underscore the importance of continued investigation. As the field progresses, these compounds are likely to play an increasingly vital role in addressing unmet medical needs and advancing therapeutic innovation.

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