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(R)-tert-Butyl 2-amino-3-(3-bromophenyl)propanoate

  • CAS No. 1241682-84-7

  • Cat. No. CS-0154863
  • Purity≥95%
  • MDL No.MFCD07368810

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

(R)-tert-Butyl 2-amino-3-(3-bromophenyl)propanoate|CS-0154863

Structure of 1241682-84-7

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General Information

  • CAS No. 1241682-84-7
  • Cat. No. CS-0154863
  • Purity ≥95%
  • MDL No. MFCD07368810
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈BrNO₂
  • Molecular Weight 300.19
  • Synonym(s) (R)-3-bromophenylalanine t-butyl ester
  • SMILES CC(C)(C)OC(=O)[C@@H](CC1=CC(=CC=C1)Br)N

Description

(R)-tert-Butyl 2-amino-3-(3-bromophenyl)propanoate is a chiral building block featuring a stereodefined amine and a para-brominated phenyl group. This bench-stable intermediate integrates seamlessly into asymmetric synthesis, where the bromine serves as a handle for cross-coupling reactions. The tert-butyl ester enables straightforward deprotection under mild acidic conditions, facilitating access to the corresponding amino acid.

Application

(R)-tert-Butyl 2-amino-3-(3-bromophenyl)propanoate serves as a versatile chiral building block for the synthesis of bioactive molecules, enabling efficient access to (R)-α-amino acid derivatives. Its pendant bromophenyl group facilitates palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate protects the amine under standard conditions. The compound exhibits excellent bench stability and simplifies purification, making it ideal for iterative synthesis in medicinal chemistry and process development 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   2.6606
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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