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N-Acetyl-O-(1,1-dimethylethyl)-L-serine

  • CAS No. 77285-09-7

  • Cat. No. CS-0208963
  • Purity≥98%
  • MDL No.MFCD00236770

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

N-Acetyl-O-(1,1-dimethylethyl)-L-serine|CS-0208963

Structure of 77285-09-7

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General Information

  • CAS No. 77285-09-7
  • Cat. No. CS-0208963
  • Purity ≥98%
  • MDL No. MFCD00236770
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₄
  • Molecular Weight 203.24
  • Synonym(s) AC-Ser(tbu)-OH
  • SMILES CC(N[C@H](C(O)=O)COC(C)(C)C)=O

Description

N-Acetyl-O-(1,1-dimethylethyl)-L-serine features a protected hydroxyl group and acetylated amine, enabling stable incorporation into peptide synthesis. The tert-butyl ether moiety provides robust protection against side reactions, while the acetyl group enhances solubility and compatibility with standard coupling protocols. This derivative simplifies the introduction of serine residues in complex sequences under mild conditions.

Application

N-Acetyl-O-(1,1-dimethylethyl)-L-serine serves as a stable, bench-ready serine surrogate enabling efficient access to peptide backbones and chiral building blocks. Its tert-butyl ether protection ensures high functional group tolerance and compatibility with standard coupling protocols, while the acetyl group facilitates controlled deprotection under mild conditions. Ideal for fragment-based synthesis and heterocycle construction, it streamlines the preparation of complex scaffolds in medicinal chemistry workflows.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   0.3908
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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