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CAS 137524-82-4

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Boc-D-Orn(Boc)-OH

Description:
Boc-D-Orn(Boc)-OH, also known as Nα-Boc-D-ornithine, is a protected amino acid commonly used in peptide synthesis. The "Boc" (tert-butyloxycarbonyl) group serves as a protective group for the amino group, allowing for selective reactions without interference from the amine functionality. This compound features a chiral center, making it important in the synthesis of peptides with specific stereochemistry. It is typically a white to off-white solid and is soluble in organic solvents like dichloromethane and dimethylformamide, but less soluble in water. The Boc group can be removed under acidic conditions, facilitating the formation of the free amino acid for further reactions. Its stability and ease of handling make Boc-D-Orn(Boc)-OH a valuable intermediate in the production of bioactive peptides and pharmaceuticals. Additionally, due to its structural characteristics, it can participate in various coupling reactions, contributing to the development of complex peptide structures in medicinal chemistry and biochemistry.
Formula:C15H27N2O6
InChI:InChI=1/C15H28N2O6/c1-14(2,3)22-12(20)16-9-7-8-10(11(18)19)17-13(21)23-15(4,5)6/h10H,7-9H2,1-6H3,(H,16,20)(H,17,21)(H,18,19)/p-1/t10-/m1/s1
SMILES:CC(C)(C)OC(=NCCC[C@H](C(=O)[O-])N=C(O)OC(C)(C)C)O
Synonyms:
  • (2R)-2,5-bis[(tert-butoxycarbonyl)amino]pentanoate
  • N,N'-Bis-Boc-D-ornithine
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