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CAS 95687-41-5

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Cbz-trans-4-Hydroxy-L-prolinol

Description:
Cbz-trans-4-Hydroxy-L-prolinol, with the CAS number 95687-41-5, is a chemical compound characterized by its structure as a derivative of proline, an amino acid. This compound features a carbobenzyloxy (Cbz) protecting group, which enhances its stability and solubility, making it useful in various synthetic applications. The "trans" configuration indicates the specific spatial arrangement of the hydroxyl group relative to the proline backbone, which can influence its reactivity and interactions in biochemical contexts. Cbz-trans-4-Hydroxy-L-prolinol is often utilized in peptide synthesis and as a chiral building block in organic chemistry due to its ability to participate in various coupling reactions. Its hydroxyl group contributes to its potential for hydrogen bonding, affecting its solubility and reactivity in different solvents. Overall, this compound is significant in the field of medicinal chemistry and peptide research, where its unique structural features can be exploited for the development of bioactive molecules.
Formula:C13H17NO4
InChI:InChI=1/C13H17NO4/c15-8-11-6-12(16)7-14(11)13(17)18-9-10-4-2-1-3-5-10/h1-5,11-12,15-16H,6-9H2/t11-,12+/m0/s1
InChI key:WDEQGLDWZMIMJM-NWDGAFQWSA-N
SMILES:C1[C@H](CN([C@@H]1CO)C(=O)OCC2=CC=CC=C2)O
Synonyms:
  • Trans-N-benzyloxycarbonyl-4-hydroxy-2-hydroxymethylpyrrolidine
  • benzyl (2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
  • Z-Trans-4-Hydroxy-L-Prolinol
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