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tert-Butyl benzyl(2-hydroxyethyl)carbamate

  • CAS No. 121496-39-7

  • Cat. No. CS-0154809
  • Purity≥95%
  • MDL No.None

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

tert-Butyl benzyl(2-hydroxyethyl)carbamate|CS-0154809

Structure of 121496-39-7

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General Information

  • CAS No. 121496-39-7
  • Cat. No. CS-0154809
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁NO₃
  • Molecular Weight 251.32
  • Synonym(s) Tert-butyl N-benzyl-N-(2-hydroxyethyl)carbamate
  • SMILES CC(C)(C)OC(=O)N(CCO)CC1=CC=CC=C1

Description

tert-Butyl benzyl(2-hydroxyethyl)carbamate features a protected amine moiety flanked by a benzyl group and a hydroxyethyl linker, enabling stable incorporation into peptide synthesis workflows. This trifunctional scaffold supports orthogonal deprotection strategies and facilitates efficient coupling under mild conditions.

Application

tert-Butyl benzyl(2-hydroxyethyl)carbamate serves as a versatile, bench-stable protecting group for primary amines, enabling selective N-alkylation and subsequent deprotection under mild acidic conditions. Its compatibility with diverse reaction environments facilitates efficient synthesis of amino alcohols and peptide building blocks. The molecule’s orthogonal functionality supports streamlined access to complex heterocyclic scaffolds and bioactive intermediates in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 8, # 3 p. 295 - 300
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 52, # 3 p. 779 - 797
  • Route3
    • Ethyl 2-{benzyl[(tert-butoxy)carbonyl]amino}acetate|CS-0215596
      136159-62-1
    • ~%
    • In-stock
      tert-Butyl benzyl(2-hydroxyethyl)carbamate|CS-0154809
      121496-39-7

    References

    • US5095006 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
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   2.416
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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