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CAS 16937-92-1

:

N(alpha)-boc-N(delta)-Z-D-ornithine

Description:
N(alpha)-Boc-N(delta)-Z-D-ornithine, with the CAS number 16937-92-1, is a derivative of the amino acid ornithine, which is a non-proteinogenic amino acid involved in the urea cycle. This compound features a tert-butyloxycarbonyl (Boc) protecting group at the alpha-amino group and a benzyloxycarbonyl (Z) protecting group at the delta-amino group. These protective groups are commonly used in peptide synthesis to prevent unwanted reactions during the coupling of amino acids. N(alpha)-Boc-N(delta)-Z-D-ornithine is typically a white to off-white solid and is soluble in organic solvents like dimethyl sulfoxide (DMSO) and methanol, but less soluble in water. The compound is often utilized in the synthesis of peptides and other bioactive molecules, making it valuable in pharmaceutical and biochemical research. Its stability and reactivity can be influenced by the presence of the protecting groups, allowing for selective deprotection and further functionalization in synthetic pathways.
Formula:C18H26N2O6
InChI:InChI=1/C18H26N2O6/c1-18(2,3)26-17(24)20-14(15(21)22)10-7-11-19-16(23)25-12-13-8-5-4-6-9-13/h4-6,8-9,14H,7,10-12H2,1-3H3,(H,19,23)(H,20,24)(H,21,22)/t14-/m1/s1
InChI key:InChIKey=QYYCZJUFHDLLOJ-CQSZACIVSA-N
SMILES:C(OC(NCCC[C@@H](NC(OC(C)(C)C)=O)C(O)=O)=O)C1=CC=CC=C1
Synonyms:
  • (2R)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-5-(phenylmethoxycarbonylamino)pentanoic acid
  • (R)-5-(((Benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanoicacid
  • <span class="text-smallcaps">D</span>-Ornithine, N<sup>2</sup>-[(1,1-dimethylethoxy)carbonyl]-N<sup>5</sup>-[(phenylmethoxy)carbonyl]-
  • Boc-D-Orn(Z)-OH
  • N5-[(benzyloxy)carbonyl]-N2-(tert-butoxycarbonyl)-D-ornithine
  • N<sup>2</sup>-[(1,1-Dimethylethoxy)carbonyl]-N<sup>5</sup>-[(phenylmethoxy)carbonyl]-<span class="text-smallcaps">D</span>-ornithine
  • Ornithine, N<sup>2</sup>,N<sup>5</sup>-dicarboxy-, N<sup>5</sup>-benzyl N<sup>2</sup>-tert-butyl ester, <span class="text-smallcaps">D</span>-
  • D-Ornithine, N2-[(1,1-dimethylethoxy)carbonyl]-N5-[(phenylmethoxy)carbonyl]-
  • N2-[(1,1-Dimethylethoxy)carbonyl]-N5-[(phenylmethoxy)carbonyl]-D-ornithine
  • Ornithine, N2,N5-dicarboxy-, N5-benzyl N2-tert-butyl ester, D-
  • See more synonyms
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