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(S)-3-(tert-Butoxycarbonylamino)-5-methylhexanoic acid

  • CAS No. 132549-43-0

  • Cat. No. CS-0012624
  • Purity≥97%
  • MDL No.MFCD02101665

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

(S)-3-(tert-Butoxycarbonylamino)-5-methylhexanoic acid|CS-0012624

Structure of 132549-43-0

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General Information

  • CAS No. 132549-43-0
  • Cat. No. CS-0012624
  • Purity ≥97%
  • MDL No. MFCD02101665
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₃NO₄
  • Molecular Weight 245.32
  • Synonym(s) Boc-L-beta-homoleucine
  • SMILES O=C(OC(C)(C)C)N[C@@H](CC(C)C)CC(O)=O

Description

(S)-3-(tert-Butoxycarbonylamino)-5-methylhexanoic acid is a chiral building block featuring a protected amine and a carboxylic acid functional group, enabling direct incorporation into peptide synthesis. The tert-butyl carbamate moiety provides robust protection under standard conditions, while the branched alkyl chain offers steric definition for stereocontrolled coupling. This scaffold supports efficient derivatization in medicinal chemistry campaigns targeting bioactive peptides.

Application

(S)-3-(tert-Butoxycarbonylamino)-5-methylhexanoic acid serves as a valuable chiral building block for the synthesis of peptidomimetics and bioactive heterocycles. The protected α-amino acid functions as a versatile precursor in solid-phase and solution-phase peptide coupling, offering excellent stability, straightforward deprotection under mild acidic conditions, and compatibility with diverse functional groups. Its branched aliphatic side chain enhances metabolic stability in downstream pharmaceutical scaffolds.

Safety Information

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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   75.63
  • LogP   2.4005
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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