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CS-W001157 4
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N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-methyl-D-serine

  • CAS No. 1279032-69-7

  • Cat. No. CS-0572706
  • Purity≥98%
  • MDL No.None

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

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-methyl-D-serine|CS-0572706

Structure of 1279032-69-7

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General Information

  • CAS No. 1279032-69-7
  • Cat. No. CS-0572706
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₉NO₅
  • Molecular Weight 341.36
  • Synonym(s) Fmoc-O-methyl-D-Ser
  • SMILES COC[C@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Description

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-methyl-D-serine features a fluorenylmethoxycarbonyl (Fmoc) group for orthogonal protection and a methylated hydroxyl, enhancing stability during peptide synthesis. This derivative enables efficient incorporation of D-serine residues with minimized epimerization risks under standard conditions.

Application

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-methyl-D-serine serves as a key chiral building block in peptide synthesis, enabling the incorporation of D-serine residues with orthogonal protection. The Fmoc group provides stable, base-labile N-protection compatible with standard coupling protocols, while the O-methyl ether offers enhanced stability against hydrolysis and facilitates purification. This derivative enables efficient access to complex peptide scaffolds, particularly in medicinal chemistry campaigns requiring stereocontrolled side-chain modifications.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   84.86
  • LogP   2.6247
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   6

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