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CS-W001157 4
Total: USD 88.00

Boc-Ser-OMe

  • CAS No. 2766-43-0

  • Cat. No. CS-W009216
  • Purity≥97%
  • MDL No.MFCD00191869

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

Boc-Ser-OMe|CS-W009216

Structure of 2766-43-0

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General Information

  • CAS No. 2766-43-0
  • Cat. No. CS-W009216
  • Purity ≥97%
  • MDL No. MFCD00191869
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₅
  • Molecular Weight 219.24
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N[C@@H](CO)C(OC)=O

Description

Boc-Ser-OMe features a tert-butyloxycarbonyl-protected serine methyl ester scaffold, enabling stable incorporation into peptide synthesis workflows. The orthogonal protection facilitates selective deprotection during chain elongation, while the methyl ester group resists hydrolysis under standard conditions. This derivative supports efficient access to serine-containing sequences in complex peptide architectures.

Application

Boc-Ser-OMe serves as a key building block in peptide synthesis, enabling efficient N-terminal protection of serine residues. The Boc group provides robust stability under acidic conditions, while the methyl ester facilitates subsequent hydrolysis or derivatization. This compound exhibits excellent bench stability, tolerates diverse reaction conditions, and simplifies purification in multi-step syntheses.

Synthesis

  • Route1

    References

    • Ostendorf, Martin; Dijkink, Jan; Rutjes, Floris P. J. T.; Hiemstra, Henk European Journal of Organic Chemistry, 2000 , # 1 p. 115 - 124
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    References

    • Pave, Gregoire; Usse-Versluys, Stephanie; Viaud-Massuard, Marie-Claude; Guillaumet, Gerald Organic Letters, 2003 , vol. 5, # 23 p. 4253 - 4256
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    References

    • Passiniemi, Mikko; Koskinen, Ari M.P. Synthesis, 2010 , # 16 art. no. Z09410SS, p. 2816 - 2822

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   84.86
  • LogP   0.045
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   3

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