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CAS 17609-52-8

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Benzyloxycarbonyl-D-phenylglycine

Description:
Benzyloxycarbonyl-D-phenylglycine, commonly referred to as Z-D-phenylglycine, is an amino acid derivative characterized by the presence of a benzyloxycarbonyl (Z) protecting group attached to the D-phenylglycine structure. This compound is typically used in peptide synthesis as a protecting group for the amino group, facilitating the formation of peptide bonds while preventing unwanted side reactions. It is a white to off-white crystalline solid, soluble in organic solvents such as methanol and dimethyl sulfoxide, but less soluble in water. The presence of the phenyl group contributes to its hydrophobic characteristics, while the carboxylic acid functionality allows for potential interactions in biochemical applications. The compound is often utilized in the synthesis of various peptides and can serve as a building block in medicinal chemistry. Its stability under standard laboratory conditions makes it a valuable intermediate in organic synthesis. Safety data should be consulted for handling, as with all chemical substances, to ensure proper precautions are taken.
Formula:C16H15NO4
InChI:InChI=1S/C16H15NO4/c18-15(19)14(13-9-5-2-6-10-13)17-16(20)21-11-12-7-3-1-4-8-12/h1-10,14H,11H2,(H,17,20)(H,18,19)/t14-/m1/s1
InChI key:InChIKey=RLDJWBVOZVJJOS-CQSZACIVSA-N
SMILES:[C@H](NC(OCC1=CC=CC=C1)=O)(C(O)=O)C2=CC=CC=C2
Synonyms:
  • (2R)-2-Phenyl-2-(phenylmethoxycarbonylamino)acetic acid
  • (2R)-2-[[(Benzyloxy)carbonyl]amino]-2-phenylacetic acid
  • (2R)-{[(benzyloxy)carbonyl]amino}(phenyl)ethanoic acid
  • (R)-2-(((Benzyloxy)carbonyl)amino)-2-phenylacetic acid
  • (R)-2-(((Benzyloxy)carbonyl)amino)-2-phenylaceticacid
  • (αR)-α-[[(Phenylmethoxy)carbonyl]amino]benzeneacetic acid
  • <span class="text-smallcaps">D</span>-Cbz phenylglycine
  • Benzeneacetic acid, α-[[(phenylmethoxy)carbonyl]amino]-, (R)-
  • Benzeneacetic acid, α-[[(phenylmethoxy)carbonyl]amino]-, (αR)-
  • Benzyloxycarbonyl-<span class="text-smallcaps">D</span>-phenylglycine
  • See more synonyms
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