(R)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid, CAS No. 261380-20-5

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261380-20-5

Catalog No. EBD1613864

CAS 261380-20-5

Name (R)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid

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Basic Information

Synonyms: Boc-(R)-3-Amino-3-(4-bromophenyl)-propionicacid (R)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoicacid (R)-N-BOC-3-Amino-3-(4-bromophenyl)propanoicacid Boc-3-R-4-Bromophenylalanine boc-4-bromo-L-beta-phenylalanine (R)-N-tert-Butoxycarbonyl-3-amino-3-(4-bromophenyl)propanoicacid (R)-N-BOC-beta-(4-bromophenyl)-beta-alanine

Molecular Formula: C14H18BrNO4

Molecular Weight: 344.2

MDL Number: MFCD01320860

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

Boc-4-Bromo-L-beta-phenylalanine is a protected amino acid derivative featuring a Boc (tert-butoxycarbonyl) group on the amine and a bromine atom at the para position of the phenylalanine side chain. This compound serves as a crucial chiral building block in the synthesis of peptides and peptidomimetics. Its primary application is in medicinal chemistry and pharmaceutical research for constructing complex molecules. The bromine atom on the aromatic ring provides a versatile handle for further functionalization via cross-coupling reactions (e.g., Suzuki, Heck), enabling the introduction of diverse substituents to modulate the properties of the target compound. The Boc protecting group is readily removable under mild acidic conditions, allowing for sequential peptide elongation. This building block is particularly valuable for developing drug candidates where the phenylalanine scaffold is modified to enhance binding affinity, metabolic stability, or other pharmacokinetic properties. It is a specialized reagent used in the synthesis of potential therapeutic agents.

Physical Properties

Melting Point: 142.1 °C

Boiling Point: 479.136 °C at 760 mmHg

Flash Point: 243.573 °C

Density: 1.404 g/cm3

Analytical Data

Appearance: white powder