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(R)-methyl 3-bromo-2-((tert-butoxycarbonyl)amino)propanoate

  • CAS No. 175844-11-8

  • Cat. No. CS-0068184
  • Molecule weight282.13
  • Purity≥96%
  • MDL No.MFCD09261317

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

(R)-methyl 3-bromo-2-((tert-butoxycarbonyl)amino)propanoate|CS-0068184

Structure of 175844-11-8

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General Information

  • CAS No. 175844-11-8
  • Cat. No. CS-0068184
  • Purity ≥96%
  • MDL No. MFCD09261317
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆BrNO₄
  • Molecular Weight 282.13
  • Synonym(s) 3-Bromo-N-Boc-L-alanine methyl ester
  • SMILES O=C(OC)[C@H](CBr)NC(OC(C)(C)C)=O

Description

(R)-methyl 3-bromo-2-((tert-butoxycarbonyl)amino)propanoate is a chiral building block featuring a stereodefined (R)-configuration at the alpha-carbon. The molecule integrates a bromide handle for downstream functionalization and a tert-butoxycarbonyl-protected amine, enabling selective deprotection and coupling in peptide synthesis. Bench-stable under standard conditions, it facilitates efficient access to complex amino acid derivatives.

Application

(R)-Methyl 3-bromo-2-((tert-butoxycarbonyl)amino)propanoate serves as a versatile chiral building block for peptide synthesis and medicinal chemistry. The bromide functionality enables efficient late-stage diversification via palladium-catalyzed cross-coupling, while the Boc-protected amine and ester groups offer orthogonal reactivity and excellent bench stability. Its stereochemical integrity supports reliable access to enantiopure scaffolds in API development.

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   64.63
  • LogP   1.4476
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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