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(1S,2R)-1-((tert-Butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylic acid

  • CAS No. 259214-55-6

  • Cat. No. CS-B0184
  • Purity≥97%
  • MDL No.MFCD06795884

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

(1S,2R)-1-((tert-Butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylic acid|CS-B0184

Structure of 259214-55-6

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General Information

  • CAS No. 259214-55-6
  • Cat. No. CS-B0184
  • Purity ≥97%
  • MDL No. MFCD06795884
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇NO₄
  • Molecular Weight 227.26
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N[C@@]1(C(O)=O)C[C@@H]1C=C

Description

This chiral cyclopropane derivative features a vinyl group at the 2-position and a Boc-protected amino functionality, enabling direct incorporation into peptide mimetics and constrained scaffolds. The rigid cyclopropane core enhances conformational stability, while the carboxylic acid serves as a versatile handle for coupling reactions under standard conditions.

Application

(1S,2R)-1-((tert-Butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylic acid serves as a stereochemically defined building block for cyclopropyl-containing peptidomimetics and bioactive scaffolds. The vinyl group enables facile cross-coupling reactions, while the Boc-protected amine and carboxylic acid facilitate sequential functionalization. Bench-stable and readily purified by standard chromatography, it functions as a versatile intermediate in medicinal chemistry campaigns requiring constrained aliphatic frameworks.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   1.5404
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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