Lot numbers can be found on the outside label of a product:
(S)-2-Amino-3-(4-nitrophenyl)propanoic acid
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CAS No. 949-99-5
- Cat. No. CS-W020080
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 949-99-5
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General Information
- CAS No. 949-99-5
- Cat. No. CS-W020080
- Purity ≥95%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₀N₂O₄
- Molecular Weight 210.19
- Synonym(s) H-p-Nitro-Phe-OH
- SMILES N[C@@H](CC1=CC=C([N+]([O-])=O)C=C1)C(O)=O
Description
(S)-2-Amino-3-(4-nitrophenyl)propanoic acid is a chiral building block featuring a para-nitro-substituted phenyl group and a stereodefined alpha-amino carboxylic acid scaffold. This configuration enables direct incorporation into peptide architectures, particularly for bioactive analogs requiring electron-deficient aromatic moieties. The molecule exhibits enhanced solubility in aqueous-organic mixtures and stability under standard bench conditions, facilitating efficient coupling reactions without racemization.
Application
(S)-2-Amino-3-(4-nitrophenyl)propanoic acid serves as a valuable chiral building block for the synthesis of β-amino acids and bioactive heterocycles. Its well-defined stereochemistry and stable functional groups enable reliable incorporation into peptide-like scaffolds and pharmaceutical intermediates. The ortho-substituted aryl nitro group facilitates subsequent reduction and cyclization reactions, supporting efficient access to complex molecular architectures in medicinal chemistry workflows.
Synthesis
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Route1
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63-91-2 - ~96%
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In-stock
949-99-5
References
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The Key Lab. Of Chemistry for Natural Products of Guizhou Province and Chinese Acad. of Sciences; Tianjin Institute of Pharmaceutical Research; 302 Hospital of PLA, China Patent: US2009/247470 A1, 2009 ; Location in patent: Page/Page column 12 ;
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Route2
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In-stock
33305-77-0 - ~%
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In-stock
949-99-5
References
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EP1707560 A1, ; Page/Page column 42 ;
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Route3
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62561-97-1 - ~%
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In-stock
949-99-5
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89615-73-6
References
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Tetrahedron: Asymmetry, , vol. 23, # 18-19 p. 1338 - 1342,5
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 106.46
- LogP 0.5492
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 4
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Key Words
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