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CAS 248921-67-7

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N-(tert-Butoxycarbonyl)-O-tert-butyl-D-serine

Description:
N-(tert-Butoxycarbonyl)-O-tert-butyl-D-serine is a chemical compound that belongs to the class of amino acids and their derivatives. It features a tert-butoxycarbonyl (Boc) protecting group, which is commonly used in peptide synthesis to protect the amino group of the amino acid, enhancing stability and reactivity during chemical reactions. The presence of the O-tert-butyl group indicates that the hydroxyl group of the serine residue is also protected, which is crucial for selective reactions. This compound is typically utilized in organic synthesis, particularly in the preparation of peptides and other complex molecules. Its structure contributes to its solubility in organic solvents, making it suitable for various laboratory applications. Additionally, the presence of the D-serine configuration may influence its biological activity, as D-amino acids can have different roles in biological systems compared to their L-counterparts. Overall, N-(tert-Butoxycarbonyl)-O-tert-butyl-D-serine is a valuable intermediate in synthetic organic chemistry, particularly in the field of medicinal chemistry and peptide synthesis.
Formula:C12H23NO5
InChI:InChI=1/C12H23NO5/c1-11(2,3)17-7-8(9(14)15)13-10(16)18-12(4,5)6/h8H,7H2,1-6H3,(H,13,16)(H,14,15)/t8-/m1/s1
SMILES:CC(C)(C)OC[C@H](C(=O)O)N=C(O)OC(C)(C)C
Synonyms:
  • D-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-
  • Boc-D-Ser(tBu)-OH
  • Boc-D-Ser(tBu)-OH・DCHA
  • Boc-D-Ser(tBu)-OH.DCHA
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