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Boc-β-HoSer(Bzl)-OH

  • CAS No. 218943-31-8

  • Cat. No. CS-0154549
  • Molecule weight309.36
  • Purity96%,80%ee
  • MDL No.MFCD01862866

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

Boc-β-HoSer(Bzl)-OH|CS-0154549

Structure of 218943-31-8

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General Information

  • CAS No. 218943-31-8
  • Cat. No. CS-0154549
  • Purity 96%,80%ee
  • MDL No. MFCD01862866
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₃NO₅
  • Molecular Weight 309.36
  • Synonym(s) BOC-L-BETA-HOMOSERINE(OBZL)
  • SMILES CC(C)(OC(N[C@@H](COCC1=CC=CC=C1)CC(O)=O)=O)C

Description

Boc-β-HoSer(Bzl)-OH features a protected β-hydroxyserine scaffold with a benzylated hydroxyl group, enabling stable incorporation into peptide sequences. This derivative combines orthogonal protection for both amine and hydroxyl functionalities, facilitating efficient synthetic workflows in complex peptide synthesis.

Application

Boc-β-HoSer(Bzl)-OH serves as a versatile building block for the synthesis of peptide mimetics and bioactive heterocycles, offering a protected β-hydroxy amino acid scaffold with orthogonal functionality. The Boc group enables mild deprotection under acidic conditions, while the benzyl ester facilitates selective hydrolysis, enhancing compatibility in multi-step syntheses. Its bench-stable nature and tolerance to common coupling reagents make it ideal for solid-phase and solution-phase peptide extensions.

Safety Information

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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   84.86
  • LogP   2.5712
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   7

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