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CS-W001157 4
Total: USD 88.00

Boc-Ser(Tos)-OMe

  • CAS No. 56926-94-4

  • Cat. No. CS-M3183
  • Purity≥96%
  • MDL No.MFCD01632224

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

Boc-Ser(Tos)-OMe|CS-M3183

Structure of 56926-94-4

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General Information

  • CAS No. 56926-94-4
  • Cat. No. CS-M3183
  • Purity ≥96%
  • MDL No. MFCD01632224
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₃NO₇S
  • Molecular Weight 373.42
  • Synonym(s) None
  • SMILES O=C(OC)[C@H](COS(C1=CC=C(C)C=C1)(=O)=O)NC(OC(C)(C)C)=O

Description

Boc-Ser(Tos)-OMe features a protected serine residue with a tosyl group at the hydroxyl and a methyl ester at the C-terminus, enabling stable incorporation into peptide sequences. This derivative facilitates efficient coupling under standard conditions while offering enhanced solubility and resistance to premature deprotection.

Application

Boc-Ser(Tos)-OMe serves as a robust, bench-stable amino acid building block for peptide synthesis, enabling efficient N-terminal protection and side-chain management. The tert-butyl carbamate (Boc) group provides orthogonal protection to the amine, while the tosyl (Tos) group offers reliable stabilization of the serine hydroxyl. This derivative facilitates smooth coupling reactions and simplifies purification due to enhanced solubility and stability under standard synthetic conditions.

Synthesis

  • Route1
    • In-stock
      Boc-Ser-OMe|CS-W009216
      2766-43-0
    • null|null
      98-59-9
    • ~92%
    • In-stock
      Boc-Ser(Tos)-OMe|CS-M3183
      56926-94-4

    References

    • Tetrahedron Letters, , vol. 28, # 48 p. 6069 - 6072
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 128, # 51 p. 16684 - 16691
  • Route3

    References

    • Tetrahedron Letters, , vol. 44, # 28 p. 5251 - 5253

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   108
  • LogP   1.76662
  • H_Acceptors   7
  • H_Donors   1
  • Rotatable_Bonds   6

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