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CS-W001157 4
Total: USD 88.00

Boc-Ala-OMe

  • CAS No. 28875-17-4

  • Cat. No. CS-W002173
  • Purity≥97%
  • MDL No.MFCD00038513

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

Boc-Ala-OMe|CS-W002173

Structure of 28875-17-4

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General Information

  • CAS No. 28875-17-4
  • Cat. No. CS-W002173
  • Purity ≥97%
  • MDL No. MFCD00038513
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₄
  • Molecular Weight 203.24
  • Synonym(s) None
  • SMILES COC(=O)[C@@H](NC(=O)OC(C)(C)C)C

Description

Boc-Ala-OMe serves as a protected alanine derivative for peptide synthesis, featuring a tert-butoxycarbonyl group that ensures stability during coupling steps. The methyl ester terminus enables efficient conversion to carboxylic acids or amides under standard conditions. This residue integrates cleanly into C-terminal extensions without side-chain reactivity interference.

Application

Boc-Ala-OMe serves as a versatile building block in peptide synthesis, enabling efficient N-terminal protection and facile deprotection under mild acidic conditions. Its methyl ester functionality supports direct coupling to carboxylic acid-containing partners, while the Boc group ensures stability during standard synthetic manipulations. The compound exhibits excellent bench stability, simplifies purification, and functions reliably in both solution-phase and solid-phase workflows.

Synthesis

  • Route1
    • Methyl (2S)-2-aminopropanoate|CS-0044694
      10065-72-2
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~99%
    • In-stock
      Boc-Ala-OMe|CS-W002173
      28875-17-4

    References

    • Kobayashi, Kazuya; Narumi, Tetsuo; Oishi, Shinya; Ohno, Hiroaki; Fujii, Nobutaka Journal of Organic Chemistry, 2009 , vol. 74, # 12 p. 4626 - 4629
  • Route2

    References

    • Mruk, Ralf; Zentel, Rudolf Macromolecules, 2002 , vol. 35, # 1 p. 185 - 192
  • Route3
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      204127-04-8
    • ~90%
    • In-stock
      Boc-Ala-OMe|CS-W002173
      28875-17-4

    References

    • Merino, Pedro; Castillo, Elena; Franco, Santiago; Merchan, Francisco L.; Tejero, Tomas Journal of Organic Chemistry, 1998 , vol. 63, # 7 p. 2371 - 2374

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   64.63
  • LogP   1.0726
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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