Lot numbers can be found on the outside label of a product:
(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-fluorophenyl)propanoic acid
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CAS No. 41153-30-4
- Cat. No. CS-W012253
- Purity≥98%
- MDL No.MFCD00079672
*For research and further manufacturing use only, not for direct human use.
Structure of 41153-30-4
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General Information
- CAS No. 41153-30-4
- Cat. No. CS-W012253
- Purity ≥98%
- MDL No. MFCD00079672
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₈FNO₄
- Molecular Weight None
- Synonym(s) None
- SMILES O=C(O)[C@H](CC1=CC=C(F)C=C1)NC(OC(C)(C)C)=O
Description
(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-fluorophenyl)propanoic acid is a chiral building block featuring a bench-stable tert-butoxycarbonyl-protected amine and a para-fluorophenyl group. This configuration enables direct incorporation into peptide synthesis workflows, where the protected amine facilitates selective coupling reactions without racemization. The electron-withdrawing fluorine enhances metabolic stability in downstream bioactive compounds.
Application
(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-fluorophenyl)propanoic acid serves as a key chiral building block for peptide synthesis and medicinal chemistry campaigns. The Boc-protected amino group ensures stability and ease of handling, while the 4-fluorophenyl moiety provides a robust aryl handle for further functionalization. This compound facilitates efficient coupling reactions and demonstrates excellent compatibility with standard amide bond formation protocols.
Synthesis
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References
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Novartis Corporation Patent: US5753652 A1, 1998 ;
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References
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Augelli-Szafran, Corinne E.; Horwell, David C.; Kneen, Clare; Ortwine, Daniel F.; Pritchard, Martyn C.; Purchase, Terri S.; Roth, Bruce D.; Trivedi, Bharat K.; Hill, David; Suman-Chauhan, Nirmala; Webdale, Louise Bioorganic and Medicinal Chemistry, 1996 , vol. 4, # 10 p. 1733 - 1745
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References
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Maeda; Kawasaki; Watanabe; Kaneto Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 3 p. 826 - 828
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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 : H315-H319-H335
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Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 75.63
- LogP 2.3461
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 4
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Other Classifications
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives
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Key Words
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