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CS-W001157 4
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(E)-3-((tert-Butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)acrylic acid

  • CAS No. 1489004-27-4

  • Cat. No. CS-0163223
  • Purity≥98%
  • MDL No.MFCD29078977

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

(E)-3-((tert-Butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)acrylic acid|CS-0163223

Structure of 1489004-27-4

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General Information

  • CAS No. 1489004-27-4
  • Cat. No. CS-0163223
  • Purity ≥98%
  • MDL No. MFCD29078977
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₂ClNO₄
  • Molecular Weight None
  • Synonym(s) Trans-N-Boc-2-(4-chlorophenyl)-3-(isopropylamino) acrylic acid
  • SMILES O=C(O)/C(C1=CC=C(Cl)C=C1)=C/N(C(OC(C)(C)C)=O)C(C)C

Description

This (E)-configured acrylic acid derivative features a tert-butoxycarbonyl-protected isopropylamino group and a para-chlorophenyl substituent, enabling direct incorporation into peptide macrocycle synthesis. The stereochemistry stabilizes the enolizable system under standard conditions, while the Boc protection offers convenient deprotection for downstream functionalization.

Application

(E)-3-((tert-Butoxycarbonyl)(isopropyl)amino)-2-(4-chlorophenyl)acrylic acid serves as a versatile building block for synthesizing substituted chalcone derivatives and bioactive heterocycles. Its well-defined (E)-configuration ensures stereochemical integrity in downstream transformations, while the tert-butoxycarbonyl group provides stable protection of the amine under standard reaction conditions. The molecule exhibits excellent bench stability, facilitates straightforward purification via standard chromatography, and participates reliably in nucleophilic additions, cyclizations, and coupling reactions essential to medicinal chemistry workflows.

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   66.84
  • LogP   4.411
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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