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(R)-2-((tert-Butoxycarbonyl)amino)-3-(tritylthio)propanoic acid

  • CAS No. 21947-98-8

  • Cat. No. CS-W008178
  • Molecule weight463.59
  • Purity≥96%
  • MDL No.MFCD00038251

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

(R)-2-((tert-Butoxycarbonyl)amino)-3-(tritylthio)propanoic acid|CS-W008178

Structure of 21947-98-8

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General Information

  • CAS No. 21947-98-8
  • Cat. No. CS-W008178
  • Purity ≥96%
  • MDL No. MFCD00038251
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₇H₂₉NO₄S
  • Molecular Weight 463.59
  • Synonym(s) Boc-Cys(Trt)-OH;N-(tert-Butoxycarbonyl)-S-trityl-L-cysteine
  • SMILES O=C(O)[C@H](CSC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)NC(OC(C)(C)C)=O

Description

(R)-2-((tert-Butoxycarbonyl)amino)-3-(tritylthio)propanoic acid features a stereochemically defined chiral center and a robust tritylthio protecting group, enabling selective cysteine residue modification in peptide synthesis. The Boc-protected amine ensures stability during coupling steps, while the tritylthio handle facilitates orthogonal deprotection under mild conditions. This combination supports high-yield, site-specific conjugation in complex biomolecule assembly workflows.

Synthesis

  • Route1

    References

    • Venkateswara Rao, Boddu; Dhokale, Snehal; Rajamohanan, Pattuparambil R.; Hotha, Srinivas Chemical Communications, 2013 , vol. 49, # 92 p. 10808 - 10810
  • Route2
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      (R)-2-((tert-Butoxycarbonyl)amino)-3-(tritylthio)propanoic acid|CS-W008178
      21947-98-8

    References

    • Organic Letters, , vol. 7, # 13 p. 2615 - 2618
  • Route3

    References

    • European Journal of Medicinal Chemistry, , vol. 50, p. 383 - 392

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

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   5.6896
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   8

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