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CAS 71449-08-6

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Z-D-Asp(OtBu)-OH

Description:
Z-D-Asp(OtBu)-OH, also known as Z-D-aspartic acid tert-butyl ester, is a derivative of aspartic acid characterized by the presence of a benzyloxycarbonyl (Z) protecting group and a tert-butyl ester at the carboxylic acid position. This compound is typically used in peptide synthesis and other organic chemistry applications due to its ability to protect the amino group while allowing for selective reactions at the carboxyl group. The tert-butyl ester provides stability and solubility in organic solvents, making it advantageous for various synthetic pathways. Z-D-Asp(OtBu)-OH is generally stable under standard laboratory conditions but may be sensitive to strong acids or bases, which can hydrolyze the ester group. Its molecular structure includes both hydrophilic and hydrophobic regions, influencing its solubility and reactivity. As with many amino acid derivatives, it can participate in coupling reactions to form peptides, making it a valuable intermediate in the synthesis of biologically active compounds.
Formula:C16H23NO7
InChI:InChI=1/C16H21NO6.H2O/c1-16(2,3)23-13(18)9-12(14(19)20)17-15(21)22-10-11-7-5-4-6-8-11;/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,19,20);1H2/t12-;/m1./s1
SMILES:CC(C)(C)OC(=O)C[C@H](C(=O)O)N=C(O)OCc1ccccc1.O
Synonyms:
  • (2R)-2-benzyloxycarbonylamino-4-tert-butoxy-4-oxo-butanoic acid hydrate
  • Cbz-D-aspartic acid 4-tert-butyl ester
  • Z-D-Asp(Otbu)-Oh H2O
  • Z-D-Asp(OtBu)-OH・H2O
  • Z-Asp(OtBu)-OH.DCHA
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