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CS-W001157 4
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(R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid

  • CAS No. 27460-85-1

  • Cat. No. CS-0197100
  • Purity≥97%
  • MDL No.MFCD01861312

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

(R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid|CS-0197100

Structure of 27460-85-1

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General Information

  • CAS No. 27460-85-1
  • Cat. No. CS-0197100
  • Purity ≥97%
  • MDL No. MFCD01861312
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇NO₅
  • Molecular Weight 267.28
  • Synonym(s) Boc-4-hydroxy-D-phenylglycine
  • SMILES CC(C)(OC(N[C@@H](C(O)=O)C1=CC=C(O)C=C1)=O)C

Description

(R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid is a chiral building block featuring a protected amino group and a phenolic hydroxyl, enabling selective functionalization in peptide and pharmaceutical synthesis. This bench-stable derivative integrates readily into complex molecular architectures under standard conditions.

Application

(R)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid serves as a key chiral building block for peptide and peptidomimetic synthesis, offering high stereoselectivity and bench stability. The Boc-protected amine enables straightforward deprotection under mild acidic conditions, while the phenolic hydroxyl group supports orthogonal functionalization. Its well-defined reactivity facilitates incorporation into complex scaffolds relevant to medicinal chemistry and API development.

Synthesis

  • Route1

    References

    • Ohta, Yosuke; Terada, Kayo; Masuda, Toshio; Sanda, Fumio Heterocycles, 2009 , vol. 78, # 10 p. 2523 - 2530

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-P280-P302+P352

Quality Control

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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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