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CAS 114676-69-6

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N-tert-Butoxycarbonyl-cis-4-hydroxy-D-proline methyl ester

Description:
N-tert-Butoxycarbonyl-cis-4-hydroxy-D-proline methyl ester is a chemical compound that belongs to the class of amino acid derivatives, specifically a proline derivative. It features a tert-butoxycarbonyl (Boc) protecting group, which is commonly used in peptide synthesis to protect the amino group from undesired reactions. The compound has a cis configuration at the 4-hydroxy position, which influences its stereochemistry and biological activity. As a methyl ester, it possesses an ester functional group that can enhance its solubility in organic solvents. This compound is typically utilized in organic synthesis and peptide chemistry, particularly in the development of pharmaceuticals and biologically active compounds. Its structure allows for potential applications in drug design, where the proline moiety can contribute to the conformational stability of peptides. The presence of the hydroxyl group may also impart additional reactivity, making it a versatile intermediate in synthetic pathways. Overall, N-tert-Butoxycarbonyl-cis-4-hydroxy-D-proline methyl ester is significant in the field of medicinal chemistry and peptide synthesis.
Formula:C11H19NO5
InChI:InChI=1/C11H19NO5/c1-11(2,3)17-10(15)12-6-7(13)5-8(12)9(14)16-4/h7-8,13H,5-6H2,1-4H3/t7-,8-/m1/s1
SMILES:CC(C)(C)OC(=O)N1C[C@@H](C[C@@H]1C(=O)OC)O
Synonyms:
  • 1-tert-butyl 2-methyl (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate
  • (2R,4R)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
  • Methyl Cis-1-Boc-4-Hydroxy-D-Prolinate
  • Boc-cis-4-hydroxy-D-proline methyl ester
  • Boc-cis-D-Hyp-Ome
  • N-Boc-Cis-4-Hydroxy-D-proline methyl ester
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