Description

(R)-N-alpha-Acetyl-allylglycine (CAS No. 121786-40-1) is a high-purity chiral amino acid derivative with the molecular formula C₇H₁₁NO₃. This compound is a valuable building block in organic synthesis and pharmaceutical research, particularly for the development of enantioselective drugs and bioactive peptides. With a 98% enantiomeric excess (ee), it ensures exceptional stereochemical purity, making it ideal for asymmetric synthesis and metabolic studies. The acetyl and allyl functional groups provide versatile reactivity for further modifications, including cross-coupling reactions and peptide conjugations. Packaged under inert conditions to guarantee stability, this product is rigorously tested via HPLC, NMR, and mass spectrometry to meet the highest industry standards.

Properties

• CAS Number: 121786-40-1
• Complexity: 177
• IUPAC Name: (2R)-2-acetamidopent-4-enoic acid
• InChI: InChI=1S/C7H11NO3/c1-3-4-6(7(10)11)8-5(2)9/h3,6H,1,4H2,2H3,(H,8,9)(H,10,11)/t6-/m1/s1
• InChI Key: QTNLDKHXFVSKCF-ZCFIWIBFSA-N
• Exact Mass: 157.07389321
• Molecular Formula: C7H11NO3
• Molecular Weight: 157.17
• SMILES: CC(=O)N[C@H](CC=C)C(=O)O
• Topological: 66.4
• Monoisotopic Mass: 157.07389321
• Synonyms: 121786-40-1, (2R)-2-ACETAMIDOPENT-4-ENOIC ACID, (R)-N-alpha-Acetyl-allylglycine, (r)-2-Acetamidopent-4-enoic acid, 4-Pentenoic acid, 2-(acetylamino)-, (2R)-, SCHEMBL15497996, DTXSID101287369, AKOS006316943, (2R)-2-(Acetylamino)-4-pentenoic acid, CS-0343803, (R)-N-Acetyl-alpha-allylglycine, 98%, 98% ee, EN300-25387781

(R)-N-alpha-Acetyl-allylglycine is widely used in medicinal chemistry as a precursor for designing chiral inhibitors and peptidomimetics. Its applications extend to enzyme substrate studies, where it aids in probing stereospecific binding interactions. Researchers also employ it in the synthesis of non-natural amino acids for protein engineering and bioconjugation. The allyl moiety enables thiol-ene click chemistry, facilitating linker attachments in biopharmaceutical development.

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