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CS-W001157 4
Total: USD 88.00

Boc-D-Abu-OH

  • CAS No. 45121-22-0

  • Cat. No. CS-W022599
  • Purity≥97%
  • MDL No.MFCD00270335

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

Boc-D-Abu-OH|CS-W022599

Structure of 45121-22-0

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General Information

  • CAS No. 45121-22-0
  • Cat. No. CS-W022599
  • Purity ≥97%
  • MDL No. MFCD00270335
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₄
  • Molecular Weight 203.24
  • Synonym(s) (R)-Boc-2-aminobutyric acid
  • SMILES CC[C@@H](NC(OC(C)(C)C)=O)C(O)=O

Description

Boc-D-Abu-OH offers a bench-stable, moisture-tolerant platform for D-allo-threonine incorporation in peptide synthesis. The tert-butyl carbamate group enables efficient N-terminal protection, while the hydroxyl-bearing side chain supports selective derivatization and stereochemical fidelity under standard coupling conditions.

Application

Boc-D-Abu-OH serves as a stable, bench-ready building block for the synthesis of D-configured peptides and peptidomimetics. The Boc group provides reliable protection of the amine, enabling orthogonal handling in multi-step syntheses. It reacts efficiently in standard coupling protocols and facilitates the construction of bioactive heterocyclic scaffolds and chiral intermediates in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Ley, Steven V.; Priour, Alain European Journal of Organic Chemistry, 2002 , # 23 p. 3995 - 4004
  • Route2
    • null|null
      185509-01-7
    • ~95%
    • In-stock
      Boc-D-Abu-OH|CS-W022599
      45121-22-0
    • In-stock
      Boc-L-2-aminobutanoic acid|CS-W019939
      34306-42-8

    References

    • Myers, Andrew G.; Gleason, James L.; Yoon, Taeyoung; Kung, Daniel W. Journal of the American Chemical Society, 1997 , vol. 119, # 4 p. 656 - 673
  • Route3

    References

    • Cushman, Mark; Jurayj, Jurjus; Moyer, James D. Journal of Organic Chemistry, 1990 , vol. 55, # 10 p. 3186 - 3194

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   75.63
  • LogP   1.3743
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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