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(2S,3S)-3-methyl-2-[2-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)acetamido]pentanoic acid

  • CAS No. 863658-70-2

  • Cat. No. CS-0093916
  • Purity≥97%
  • MDL No.None

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

(2S,3S)-3-methyl-2-[2-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)acetamido]pentanoic acid|CS-0093916

Structure of 863658-70-2

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General Information

  • CAS No. 863658-70-2
  • Cat. No. CS-0093916
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₈N₂O₅Si
  • Molecular Weight 332.47
  • Synonym(s) None
  • SMILES CC[C@H](C)[C@@H](C(O)=O)NC(CNC(OCC[Si](C)(C)C)=O)=O

Description

This chiral dipeptide derivative features a (2S,3S)-configured backbone with a sterically hindered methyl group and a protected amino terminus. The trimethylsilyl-protected alkoxy carbonyl moiety enables stable handling and selective deprotection during peptide synthesis workflows.

Application

(2S,3S)-3-methyl-2-[2-({[2-(trimethylsilyl)ethoxy]carbonyl}amino)acetamido]pentanoic acid serves as a valuable chiral building block for the synthesis of peptidomimetics and β-lactam antibiotics. Its protected amine and carboxylic acid functionalities enable orthogonal transformations, while the trimethylsilyl ether enhances stability and facilitates purification. The stereochemistry supports predictable reactivity in standard coupling protocols, making it suitable for modular peptide assembly and late-stage functionalization.

Safety Information

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Computational Chemistry Data

  • TPSA   104.73
  • LogP   1.6663
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   9

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