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2-Methoxy-2-methylpropanoic acid

  • CAS No. 13836-62-9

  • Cat. No. CS-0046912
  • Purity≥97%
  • MDL No.MFCD07787581

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

2-Methoxy-2-methylpropanoic acid|CS-0046912

Structure of 13836-62-9

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General Information

  • CAS No. 13836-62-9
  • Cat. No. CS-0046912
  • Purity ≥97%
  • MDL No. MFCD07787581
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₀O₃
  • Molecular Weight 118.13
  • Synonym(s) 2-Methyl-2 -Methoxypropanoic acid
  • SMILES O=C(C(C)(OC)C)O

Description

2-Methoxy-2-methylpropanoic acid features a sterically hindered α-carbon bearing both methyl and methoxy groups, enhancing its resistance to racemization during coupling reactions. This structural rigidity enables reliable incorporation into peptide synthesis workflows without side-chain epimerization. The ester functionality supports efficient derivatization under standard conditions.

Application

2-Methoxy-2-methylpropanoic acid serves as a stable, bench-ready building block for the synthesis of ester-linked prodrugs and bioactive heterocycles. Its tertiary α-carbon enables selective functionalization, while the methoxy group provides orthogonal reactivity in peptide coupling and derivatization workflows. The compound exhibits excellent solubility and purification compatibility, facilitating scalable synthesis in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Chemical & Pharmaceutical Bulletin, , vol. 31, # 5 p. 1505 - 1517
  • Route2

    References

    • Zeitschrift fuer Physikalische Chemie, Stoechiometrie und Verwandtschaftslehre, , vol. 92, p. 100,107
  • Route3
    • null|null
      67-56-1
    • null|null
      1617-35-2
    • ~%
    • In-stock
      2-Methoxy-2-methylpropanoic acid|CS-0046912
      13836-62-9

    References

    • US2816921 , ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.496
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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