Lot numbers can be found on the outside label of a product:
(S)-2-((tert-Butoxycarbonyl)amino)-2-(4-fluorophenyl)acetic acid
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CAS No. 142186-36-5
- Cat. No. CS-0137919
- Purity≥97%
- MDL No.MFCD01320862
*For research and further manufacturing use only, not for direct human use.
Structure of 142186-36-5
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General Information
- CAS No. 142186-36-5
- Cat. No. CS-0137919
- Purity ≥97%
- MDL No. MFCD01320862
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₆FNO₄
- Molecular Weight 269.27
- Synonym(s) (S)-N-Boc-4-Fluorophenylglycine
- SMILES FC1=CC=C([C@@H](C(O)=O)NC(OC(C)(C)C)=O)C=C1
Description
(S)-2-((tert-Butoxycarbonyl)amino)-2-(4-fluorophenyl)acetic acid is a chiral building block featuring a bench-stable carbamate-protected amino group and a fluorinated aryl moiety. This configuration enables selective incorporation into peptide sequences and complex molecular scaffolds, particularly in the synthesis of bioactive compounds requiring precise stereochemical control.
Application
(S)-2-((tert-Butoxycarbonyl)amino)-2-(4-fluorophenyl)acetic acid serves as a key chiral building block for the synthesis of bioactive molecules, particularly in medicinal chemistry and peptide-based drug discovery. The protected α-amino acid functionality enables straightforward deprotection and coupling reactions, while the 4-fluorophenyl group provides enhanced metabolic stability and favorable electronic properties. Its bench-stable, crystalline nature facilitates handling and purification, making it well-suited for scalable synthetic workflows.
Synthesis
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References
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Bayer HealthCare AG Patent: EP1187812 B1, 2005 ; Location in patent: Page/Page column 27 ; EP 1187812 B1
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Route2
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1021948-11-7 - ~95%
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In-stock
142186-36-5
References
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Arosio, Dario; Caligiuri, Antonio; D'Arrigo, Paola; Pedrocchi-Fantoni, Giuseppe; Rossi, Cristina; Saraceno, Caterina; Servi, Stefano; Tessaro, Davide Advanced Synthesis and Catalysis, 2007 , vol. 349, # 8-9 p. 1345 - 1348
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Route3
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124-38-9
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196707-30-9
- ~%
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In-stock
142186-36-5
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In-stock
196707-32-1
References
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Tetrahedron Letters, , vol. 38, # 37 p. 6505 - 6508
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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 75.63
- LogP 2.4761
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 3
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Key Words
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