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

  • CAS No. 123254-58-0

  • Cat. No. CS-0039041
  • Purity≥97%
  • MDL No.None

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

(R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid|CS-0039041

Structure of 123254-58-0

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General Information

  • CAS No. 123254-58-0
  • Cat. No. CS-0039041
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₄
  • Molecular Weight 217.26
  • Synonym(s) (R)-N-Boc-Alpha-Ethylalanine
  • SMILES CC[C@](C)(C(=O)O)N=C(O)OC(C)(C)C

Description

(R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid is a chiral building block featuring a sterically hindered α-methyl group and a bench-stable Boc-protected amine. This configuration enables direct incorporation into peptide synthesis workflows without racemization, delivering high fidelity in complex sequence assembly.

Application

(R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid serves as a valuable chiral building block in peptide synthesis and medicinal chemistry. Its tert-butyl carbamate (Boc) group provides robust protection of the amine, enabling selective deprotection under mild acidic conditions. The sterically hindered α-methyl group enhances stability and reduces racemization during coupling reactions. This compound facilitates efficient access to complex peptidomimetics and bioactive scaffolds through standard amide bond formation protocols.

Synthesis

  • Route1
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    • In-stock
      (R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid|CS-0039041
      123254-58-0

    References

    • Avenoza, Alberto; Cativiela, Carlos; Corzana, Francisco; Peregrina, Jesus M.; Zurbano, Maria M. Journal of Organic Chemistry, 1999 , vol. 64, # 22 p. 8220 - 8225
  • Route2
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    • In-stock
      (R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid|CS-0039041
      123254-58-0

    References

    • Avenoza, Alberto; Cativiela, Carlos; Corzana, Francisco; Peregrina, Jesus M.; Zurbano, Maria M. Journal of Organic Chemistry, 1999 , vol. 64, # 22 p. 8220 - 8225
  • Route3
    • null|null
      219567-09-6
    • ~%
    • In-stock
      (R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid|CS-0039041
      123254-58-0

    References

    • Avenoza, Alberto; Cativiela, Carlos; Corzana, Francisco; Peregrina, Jesus M.; Zurbano, Maria M. Journal of Organic Chemistry, 1999 , vol. 64, # 22 p. 8220 - 8225

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

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Computational Chemistry Data

  • TPSA   79.12
  • LogP   1.9688
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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