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CS-W001157 4
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2-(Tritylthio)acetic acid

  • CAS No. 34914-36-8

  • Cat. No. CS-0161576
  • Purity≥98%
  • MDL No.MFCD00386069

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

2-(Tritylthio)acetic acid|CS-0161576

Structure of 34914-36-8

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General Information

  • CAS No. 34914-36-8
  • Cat. No. CS-0161576
  • Purity ≥98%
  • MDL No. MFCD00386069
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₁₈O₂S
  • Molecular Weight 334.43
  • Synonym(s) Acetic acid, 2-[(triphenylmethyl)thio]-
  • SMILES O=C(O)CSC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Description

2-(Tritylthio)acetic acid features a robust trityl-protected thiol group enabling stable, orthogonal protection in synthetic workflows. This moiety integrates seamlessly into peptide and oligonucleotide conjugations, offering reliable deprotection under mild acidic conditions. The compound exhibits excellent solubility in organic solvents and maintains stability during storage, facilitating its use in complex molecule assembly.

Application

2-(Tritylthio)acetic acid serves as a robust sulfur protecting group for thiols, enabling selective deprotection under mild acidic conditions. Its trityl moiety provides excellent steric shielding and enhances solubility in organic media, facilitating purification and handling. The compound functions reliably in peptide synthesis and medicinal chemistry workflows, where orthogonal protection strategies are required.

Synthesis

  • Route1
    • null|null
      76-83-5
    • null|null
      68-11-1
    • ~97%
    • In-stock
      2-(Tritylthio)acetic acid|CS-0161576
      34914-36-8

    References

    • Ding, Rui; He, Yong; Xu, Jingli; Liu, Hang; Wang, Xiao; Feng, Man; Qi, Chuanmin; Zhang, Junbo; Peng, Cheng Medicinal Chemistry Research, 2012 , vol. 21, # 4 p. 523 - 530
  • Route2
    • Methyl 2-(tritylthio)acetate|CS-1367586
      83544-05-2
    • ~99%
    • In-stock
      2-(Tritylthio)acetic acid|CS-0161576
      34914-36-8

    References

    • Liu, Show-Wen; Lin, Cheng-Hsien; Lin, Tsyh-Lang; Hsu, Cheng-Fang Patent: US2011/40123 A1, 2011 ; Location in patent: Page/Page column 2; Sheet 4 ;
  • Route3
    • null|null
      29167-19-9
    • ~92%
    • In-stock
      2-(Tritylthio)acetic acid|CS-0161576
      34914-36-8

    References

    • ABSOLUTE SCIENCE, INC. Patent: WO2009/45761 A1, 2009 ; Location in patent: Page/Page column 65 ; WO 2009/045761 A1

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-H413
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   4.7963
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   6

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