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(S)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid

  • CAS No. 69651-48-5

  • Cat. No. CS-0036299
  • Purity≥96%
  • MDL No.MFCD01860630

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

(S)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid|CS-0036299

Structure of 69651-48-5

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General Information

  • CAS No. 69651-48-5
  • Cat. No. CS-0036299
  • Purity ≥96%
  • MDL No. MFCD01860630
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇NO₅
  • Molecular Weight 267.28
  • Synonym(s) N-Boc-S-4-Hydroxyphenylglycine
  • SMILES CC(C)(C)OC(=O)N[C@@H](C1=CC=C(C=C1)O)C(=O)O

Description

(S)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid is a chiral building block featuring a protected amino group and a phenolic hydroxyl. This structure enables selective derivatization in peptide synthesis and bioconjugation workflows, where the hydroxyl group provides a handle for orthogonal functionalization. The tert-butyl carbamate moiety offers stability under standard conditions and facilitates straightforward deprotection.

Application

(S)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid serves as a key chiral building block for peptide and peptidomimetic synthesis, enabling efficient incorporation of ortho-hydroxyphenylalanine derivatives. The protected amine and phenolic hydroxyl groups offer orthogonal functionality for sequential derivatization, while the tert-butyl carbamate group ensures bench stability and compatibility with standard deprotection protocols.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   95.86
  • LogP   2.0426
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   3

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