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CS-W001157 4
Total: USD 88.00

Benzyl hydroxycarbamate

  • CAS No. 3426-71-9

  • Cat. No. CS-0120018
  • Purity≥97%
  • MDL No.MFCD00010642

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

Benzyl hydroxycarbamate|CS-0120018

Structure of 3426-71-9

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General Information

  • CAS No. 3426-71-9
  • Cat. No. CS-0120018
  • Purity ≥97%
  • MDL No. MFCD00010642
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₃
  • Molecular Weight 167.16
  • Synonym(s) N-Hydroxycarbamic Acid Benzyl Ester
  • SMILES O=C(OCC1=CC=CC=C1)NO

Description

Benzyl hydroxycarbamate serves as a stable, moisture-tolerant protecting group for primary amines in synthetic organic chemistry. This bench-stable derivative integrates readily into peptide coupling workflows and cleaves cleanly under mild acidic conditions. Its robustness simplifies handling during multi-step syntheses.

Application

Benzyl hydroxycarbamate serves as a stable, bench-ready protecting group for primary amines, enabling selective N-alkylation and orthogonal deprotection under mild conditions. It functions reliably in peptide synthesis and heterocyclic scaffold construction, offering excellent functional group tolerance and straightforward purification via standard chromatographic methods.

Synthesis

  • Route1
    • null|null
      501-53-1
    • ~88%
    • In-stock
      Benzyl hydroxycarbamate|CS-0120018
      3426-71-9

    References

    • Bollans, Lee; Bacsa, John; Iggo, Jonathan A.; Morris, Gareth A.; Stachulski, Andrew V. Organic and Biomolecular Chemistry, 2009 , vol. 7, # 21 p. 4531 - 4538
  • Route2
    • null|null
      501-53-1
    • ~71%
    • In-stock
      Benzyl hydroxycarbamate|CS-0120018
      3426-71-9
    • null|null
      4950-01-0

    References

    • WO2011/159177 A1, ; Page/Page column 74-75 ;
  • Route3
    • null|null
      501-53-1
    • ~34%
    • In-stock
      Benzyl hydroxycarbamate|CS-0120018
      3426-71-9
    • null|null
      15255-86-4

    References

    • Journal of Organic Chemistry, , vol. 76, # 2 p. 358 - 372

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   58.56
  • LogP   1.302
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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