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CAS 54631-81-1

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boc-O-benzyl-L-hydroxyproline

Description:
Boc-O-benzyl-L-hydroxyproline, with the CAS number 54631-81-1, is a derivative of the amino acid proline, characterized by the presence of a tert-butyloxycarbonyl (Boc) protecting group and a benzyl group attached to the hydroxyl moiety. This compound is typically used in peptide synthesis and as an intermediate in organic synthesis due to its ability to protect functional groups during chemical reactions. The Boc group serves as a protective group for the amine, allowing for selective reactions without interfering with the amino functionality. The benzyl group enhances the lipophilicity of the molecule, which can influence its solubility and reactivity. Boc-O-benzyl-L-hydroxyproline is generally stable under standard laboratory conditions but may require specific conditions for deprotection or further reactions. Its structural features contribute to its utility in the synthesis of more complex molecules, particularly in the field of medicinal chemistry and drug development.
Formula:C17H23NO5
InChI:InChI=1/C17H23NO5/c1-17(2,3)23-16(21)18-10-13(9-14(18)15(19)20)22-11-12-7-5-4-6-8-12/h4-8,13-14H,9-11H2,1-3H3,(H,19,20)/t13-,14+/m1/s1
InChI key:DGIGGVANZFKXLS-KGLIPLIRSA-N
SMILES:CC(C)(C)OC(=O)N1C[C@@H](C[C@H]1C(=O)O)OCC2=CC=CC=C2
Synonyms:
  • Boc-Hyp(Bzl)-OH
  • (4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)-L-proline
  • Boc-Hyp(Bzl)-OH・DCHA
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