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CAS 288617-76-5

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Fmoc-alpha-allyl-D-alanine

Description:
Fmoc-alpha-allyl-D-alanine is a synthetic amino acid derivative commonly used in peptide synthesis and drug development. The "Fmoc" (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions during peptide assembly. This compound features an allyl side chain, which can participate in various chemical reactions, including cross-coupling and click chemistry, making it versatile for further modifications. The D-alanine configuration indicates that the amino acid is in the D-form, which can influence the biological activity and interactions of the resulting peptides. Fmoc-alpha-allyl-D-alanine is typically used in solid-phase peptide synthesis (SPPS), where the Fmoc group is removed under basic conditions to expose the amino group for coupling with other amino acids. Its stability, ease of handling, and compatibility with various coupling reagents make it a valuable building block in the synthesis of bioactive peptides and pharmaceuticals. Proper storage conditions and handling precautions are essential to maintain its integrity and reactivity.
Formula:C21H21NO4
InChI:InChI=1S/C21H21NO4/c1-3-12-21(2,19(23)24)22-20(25)26-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h3-11,18H,1,12-13H2,2H3,(H,22,25)(H,23,24)/t21-/m1/s1
SMILES:C=CC[C@](C)(C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • (R)-N-Fmoc-alpha-allylalanine
  • (2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-4-pentenoic acid
  • (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-methylpent-4-enoic acid
  • (R)-N-(9-Fluorenylmethylcarbamate)-2-(2'-propylenyl)alanine
  • (R)-N-Fmoc-2-(2'-propenyl)alanine
  • (R)-N-Fmoc-2-(2'-Propylenyl)Alanine
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