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CS-W001157 4
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2-(4-(tert-Butoxycarbonyl)morpholin-3-yl)aceticacid

  • CAS No. 859155-89-8

  • Cat. No. CS-0171821
  • Molecule weight245.27
  • Purity≥95%
  • MDL No.None

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

2-(4-(tert-Butoxycarbonyl)morpholin-3-yl)aceticacid|CS-0171821

Structure of 859155-89-8

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General Information

  • CAS No. 859155-89-8
  • Cat. No. CS-0171821
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₅
  • Molecular Weight 245.27
  • Synonym(s) N-Boc-3-morpholineacetic acid
  • SMILES CC(C)(C)OC(=O)N1CCOCC1CC(=O)O

Description

This morpholine-based acetic acid derivative features a tert-butoxycarbonyl-protected amine, enabling straightforward incorporation into peptide synthesis. The pendant morpholinyl group enhances solubility and provides a versatile handle for further functionalization under standard conditions.

Application

2-(4-(tert-Butoxycarbonyl)morpholin-3-yl)acetic acid serves as a versatile morpholine-based building block for peptide and small-molecule synthesis, enabling efficient incorporation of protected morpholine units into bioactive scaffolds. The tert-butoxycarbonyl (Boc) group provides excellent stability under basic conditions and facilitates straightforward deprotection during late-stage functionalization. Its acetic acid functionality enables conjugation via amide bond formation or metal-catalyzed coupling reactions, supporting diverse applications in medicinal chemistry and process development.

Synthesis

  • Route1
    • Tert-butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate|CS-0468801
      761460-02-0
    • ~98%
    • In-stock
      2-(4-(tert-Butoxycarbonyl)morpholin-3-yl)aceticacid|CS-0171821
      859155-89-8

    References

    • LUPIN LIMITED; Shukla, Manojkumar Ramprasad; Chaudhari, Vinod Dinkar; Sayyed, Majid Bashir; Phadtare, Ramesh Dattatraya; Walke, Navnath Bajirao; Kulkarni, Sanjeev Anant; Palle, Venkata P.; Kamboj, Rajender Kumar Patent: US2013/345213 A1, 2013 ; Location in patent: Paragraph 0382 ;
  • Route2

    References

    • WO2012/120476 A1, ; WO 2012/120476 A1
  • Route3
    • Ethyl 2-(morpholin-3-yl)acetate|CS-0455995
      81684-84-6
    • ~%
    • In-stock
      2-(4-(tert-Butoxycarbonyl)morpholin-3-yl)aceticacid|CS-0171821
      859155-89-8

    References

    • WO2012/120476 A1, ; WO 2012/120476 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   76.07
  • LogP   1.097
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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