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CAS 86060-84-6

:

fmoc-L-aspartic acid 4-benzyl ester

Description:
Fmoc-L-aspartic acid 4-benzyl ester is a derivative of aspartic acid, characterized by the presence of a fluorenylmethyloxycarbonyl (Fmoc) protecting group and a benzyl ester moiety. This compound is typically utilized in peptide synthesis, particularly in solid-phase peptide synthesis, due to its ability to protect the amino group of aspartic acid while allowing for selective coupling reactions. The Fmoc group is stable under basic conditions and can be removed under mild acidic conditions, facilitating the sequential addition of amino acids in peptide chains. The benzyl ester enhances the lipophilicity of the molecule, which can influence solubility and reactivity. Fmoc-L-aspartic acid 4-benzyl ester is generally white to off-white in appearance and is soluble in organic solvents like dichloromethane and dimethylformamide. Its molecular structure contributes to its utility in biochemistry and medicinal chemistry, particularly in the design and synthesis of bioactive peptides and pharmaceuticals.
Formula:C26H23NO6
InChI:InChI=1/C26H23NO6/c28-24(32-15-17-8-2-1-3-9-17)14-23(25(29)30)27-26(31)33-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,27,31)(H,29,30)/t23-/m0/s1
SMILES:c1ccc(cc1)COC(=O)C[C@@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • Fmoc-L-Aspartic Acid beta-Benzyl Ester
  • Fmoc-Asp(OBzl)-OH
  • (2S)-4-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid (non-preferred name)
  • N-ALPHA-FMOC-L-ASPARTIC ACID BETA-BENZYL ESTER
  • FMOC-ASPARTIC ACID(OBZL)-OH
  • FMOX-ASP(OBZL)-OH
  • 9-FLUORENYLMETHOXYCARBONYL-L-ASPARTIC ACID BETA-BENZYL ESTER
  • L-FMOC-ASPARTIC ACID BETA-BENZYL ESTER
  • (S)-2-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-SUCCINIC ACID 4-BENZYL ESTER
  • N-α-Fmoc-L-aspartic acid β-benzyl ester
  • See more synonyms
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