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CS-W001157 4
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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(phenylmethyl)-D-serine

  • CAS No. 122889-11-6

  • Cat. No. CS-0040947
  • Purity≥98%
  • MDL No.MFCD00237032

*For research and further manufacturing use only, not for direct human use.

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(phenylmethyl)-D-serine|CS-0040947

Structure of 122889-11-6

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General Information

  • CAS No. 122889-11-6
  • Cat. No. CS-0040947
  • Purity ≥98%
  • MDL No. MFCD00237032
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₃NO₅
  • Molecular Weight 417.45
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](COCC1=CC=CC=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

This fluorenylmethoxycarbonyl-protected D-serine derivative features a benzyl ester group for orthogonal deprotection. The Fmoc moiety enables efficient solid-phase peptide synthesis, while the phenylmethyl group provides selective stability under standard conditions. This combination facilitates precise incorporation of D-serine residues in complex peptide sequences.

Application

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(phenylmethyl)-D-serine serves as a versatile, bench-stable amino acid derivative for peptide synthesis, enabling efficient Nα- and O-protected D-serine incorporation. The Fmoc group facilitates orthogonal deprotection under mild basic conditions, while the benzyl ester provides excellent stability and compatibility with standard coupling protocols. This reagent supports high-yielding amide bond formation in solid-phase and solution-phase workflows, offering reliable functionality for the construction of complex peptide sequences and peptidomimetics.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   84.86
  • LogP   4.1951
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   8

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