Lot numbers can be found on the outside label of a product:
(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acid
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CAS No. 33305-77-0
- Cat. No. CS-W007679
- Purity≥97%
- MDL No.MFCD00038128
*For research and further manufacturing use only, not for direct human use.
Structure of 33305-77-0
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General Information
- CAS No. 33305-77-0
- Cat. No. CS-W007679
- Purity ≥97%
- MDL No. MFCD00038128
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₈N₂O₆
- Molecular Weight None
- Synonym(s) None
- SMILES O=C(O)[C@H](CC1=CC=C([N+]([O-])=O)C=C1)NC(OC(C)(C)C)=O
Description
(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acid features a chiral center flanked by a bench-stable Boc-protected amine and an electron-deficient para-nitro aryl group. This configuration enables direct incorporation into peptide synthesis workflows, where the nitrophenyl moiety facilitates purification via chromatography and enhances solubility under standard conditions.
Application
(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acid serves as a valuable chiral building block in peptide and medicinal chemistry, enabling the synthesis of bioactive scaffolds via standard amide coupling and decarboxylation protocols. The protected amino group offers excellent bench stability and compatibility with diverse reaction conditions, while the para-nitrophenyl moiety provides a robust handle for further functionalization. Its well-defined stereochemistry and ease of purification make it ideal for scalable, reproducible syntheses.
Synthesis
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References
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Lai, Jack H.; Pham, Ha; Hangauer, David G. Journal of Organic Chemistry, 1996 , vol. 61, # 5 p. 1872 - 1874
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Route2
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1070-19-5 -
In-stock
949-99-5 - ~45%
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In-stock
33305-77-0
References
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Lee, Heejoo; Fong, Kei-Lai; Vince, Robert Journal of Medicinal Chemistry, 1981 , vol. 24, # 3 p. 304 - 308
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Route3
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1991-83-9
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7732-18-5
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74651-77-7
- ~%
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In-stock
33305-77-0
References
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US4824986 A1, ;
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Safety Information
Download SDS|
GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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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 : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 118.77
- LogP 2.1152
- H_Acceptors 5
- H_Donors 2
- Rotatable_Bonds 5
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Other Classifications
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