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CS-W001157 4
Total: USD 88.00

4-Nitrophenylbenzylcarbamate

  • CAS No. 124068-97-9

  • Cat. No. CS-0172724
  • Purity≥97%
  • MDL No.None

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

4-Nitrophenylbenzylcarbamate|CS-0172724

Structure of 124068-97-9

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General Information

  • CAS No. 124068-97-9
  • Cat. No. CS-0172724
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂N₂O₄
  • Molecular Weight 272.26
  • Synonym(s) N-Benzylcarbamic Acid 4-Nitrophenyl Ester
  • SMILES O=C(OC1=CC=C([N+]([O-])=O)C=C1)NCC2=CC=CC=C2

Description

4-Nitrophenylbenzylcarbamate serves as a robust protecting group for amines in synthetic workflows. The electron-deficient nitrophenyl moiety enables efficient cleavage under mild conditions, while the benzyl linkage provides stability and compatibility with diverse reaction environments. This combination ensures reliable deprotection without side reactions.

Application

4-Nitrophenylbenzylcarbamate serves as a robust, bench-stable carbamate protecting group for amines, enabling selective deprotection under mild conditions. It facilitates efficient orthogonal protection in multi-step synthesis, particularly valuable in peptide and heterocyclic compound construction. The 4-nitrophenyl leaving group ensures high reactivity during cleavage, while the benzyl moiety provides excellent stability and ease of purification via standard chromatographic methods.

Synthesis

  • Route1
    • In-stock
      4-Nitrophenyl chloroformate|CS-W018340
      7693-46-1
    • null|null
      100-46-9
    • ~92%
    • In-stock
      4-Nitrophenylbenzylcarbamate|CS-0172724
      124068-97-9

    References

    • Olma, Sebastian; Ermert, Johannes; Coenen, Heinz H. Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 12 p. 1037 - 1050
  • Route2

    References

    • Peterson, Matt A.; Shi, Houguang; Ke, Pucheng Tetrahedron Letters, 2006 , vol. 47, # 20 p. 3405 - 3407
  • Route3
    • null|null
      100-02-7
    • null|null
      3173-56-6
    • ~87%
    • In-stock
      4-Nitrophenylbenzylcarbamate|CS-0172724
      124068-97-9

    References

    • Lin, Gialih; Lin, Wen-Yuan; Shieh, Chuen-Tzwu Tetrahedron Letters, 1998 , vol. 39, # 48 p. 8881 - 8884

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   81.47
  • LogP   2.8834
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   4

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