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CAS 16947-84-5

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Z-Dap(Boc)-OH

Description:
Z-Dap(Boc)-OH, also known as Z-D-2,3-diaminopropionic acid (Boc protected), is a chemical compound commonly used in peptide synthesis and medicinal chemistry. It features a Z (benzyloxycarbonyl) protecting group on the amino group, which enhances its stability and solubility during synthesis. The Boc (tert-butyloxycarbonyl) group is another protective group that shields the amine functionality, allowing for selective reactions without interference from the amine. This compound is typically a white to off-white solid and is soluble in organic solvents such as dichloromethane and dimethylformamide, but less soluble in water. Its structure allows for the introduction of various amino acids in peptide chains, making it valuable in the development of pharmaceuticals and biologically active compounds. The presence of two amino groups in its structure contributes to its reactivity, enabling it to participate in various coupling reactions. Overall, Z-Dap(Boc)-OH is an important intermediate in organic synthesis, particularly in the field of peptide chemistry.
Formula:C16H22N2O6
InChI:InChI=1/C16H22N2O6/c1-16(2,3)24-14(21)17-9-12(13(19)20)18-15(22)23-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,18,22)(H,19,20)/t12-/m0/s1
SMILES:CC(C)(C)OC(=NC[C@@H](C(=O)O)N=C(O)OCc1ccccc1)O
Synonyms:
  • N-[(benzyloxy)carbonyl]-3-[(tert-butoxycarbonyl)amino]-L-alanine
  • L-N-Cbz-3-N-Boc-Amino-Alanine
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