(R)-2-Amino-3-(4-boronophenyl)propanoic acid

Name: (R)-2-Amino-3-(4-boronophenyl)propanoic acid
Brand: ChemScene
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CAS No. 111821-49-9
Cat. No. CS-0134555
Purity≥95%
MDL No.MFCD02093061

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(R)-2-Amino-3-(4-boronophenyl)propanoic acid|CS-0134555

Structure of 111821-49-9

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General Information

CAS No. 111821-49-9
Cat. No. CS-0134555
Purity ≥95%
MDL No. MFCD02093061
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₂BNO₄
Molecular Weight 209.01
Synonym(s) 4-Borono-D-Phenylalanine B10 Enriched
SMILES O=C(O)[C@H](N)CC1=CC=C(B(O)O)C=C1

Description

(R)-2-Amino-3-(4-boronophenyl)propanoic acid features a chiral α-amino acid scaffold paired with a boronate handle, enabling efficient Suzuki-Miyaura cross-coupling. This bench-stable derivative integrates seamlessly into peptide-based molecular architectures and serves as a key building block for bioconjugation strategies in chemical biology.

Application

(R)-2-Amino-3-(4-boronophenyl)propanoic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. Its boronate functionality exhibits excellent stability and compatibility with diverse functional groups, facilitating straightforward purification and integration into complex molecular architectures relevant to medicinal chemistry and materials science.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 103.78
LogP -1.6792
H_Acceptors 4
H_Donors 4
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-2-Amino-3-(4-boronophenyl)propanoic acid

CAS No. 111821-49-9

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