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CAS 93204-36-5

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N-carbobenzyloxy-D-serine methyl ester

Description:
N-carbobenzyloxy-D-serine methyl ester, with the CAS number 93204-36-5, is a chemical compound that belongs to the class of amino acid derivatives. It features a carbobenzyloxy (Cbz) protecting group attached to the amino group of D-serine, which is an enantiomer of the naturally occurring amino acid serine. This compound is typically used in peptide synthesis and as an intermediate in organic synthesis due to its ability to protect the amino group while allowing for further chemical modifications. The methyl ester functionality provides additional reactivity, making it useful in various synthetic applications. N-carbobenzyloxy-D-serine methyl ester is generally characterized by its stability under standard laboratory conditions, though it may be sensitive to strong acids or bases that can hydrolyze the ester or remove the protecting group. Its solubility in organic solvents and moderate polarity make it suitable for various chemical reactions, including coupling reactions in peptide synthesis. Overall, this compound is valuable in the field of medicinal chemistry and peptide research.
Formula:C12H15NO5
InChI:InChI=1/C12H15NO5/c1-17-11(15)10(7-14)13-12(16)18-8-9-5-3-2-4-6-9/h2-6,10,14H,7-8H2,1H3,(H,13,16)/t10-/m1/s1
SMILES:COC(=O)[C@@H](CO)N=C(O)OCc1ccccc1
Synonyms:
  • methyl N-[(benzyloxy)carbonyl]-D-serinate
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