Lot numbers can be found on the outside label of a product:
(S)-2-((tert-Butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoic acid
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CAS No. 90819-30-0
- Cat. No. CS-0136890
- Purity≥97%
- MDL No.MFCD01632034
*For research and further manufacturing use only, not for direct human use.
Structure of 90819-30-0
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General Information
- CAS No. 90819-30-0
- Cat. No. CS-0136890
- Purity ≥97%
- MDL No. MFCD01632034
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₉NO₅
- Molecular Weight 281.30
- Synonym(s) (S)-2-Tert-butoxycarbonylamino-3-(3-hydroxy-phenyl)-propionic acid
- SMILES O=C(O)[C@H](CC1=CC=CC(O)=C1)NC(OC(C)(C)C)=O
Description
(S)-2-((tert-Butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoic acid features a chiral β-amino acid scaffold with a protected amine and a phenolic hydroxyl group. This configuration enables selective incorporation into peptide sequences, while the ortho-hydroxyaryl moiety supports hydrogen bonding and metal coordination in catalytic or supramolecular systems. The tert-butyl carbamate handle allows for straightforward deprotection under mild acidic conditions, facilitating downstream functionalization.
Application
(S)-2-((tert-Butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoic acid serves as a valuable chiral building block for the synthesis of bioactive peptidomimetics and heterocyclic scaffolds. The protected amine enables straightforward N-alkylation or coupling reactions, while the phenolic hydroxyl group supports orthogonal functionalization. Bench-stable and readily purified by chromatography, it functions effectively in standard peptide coupling and cyclization protocols.
Synthesis
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References
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Chen, Ping; Cheng, Peter T. W.; Alam, Masud; Beyer, Barbara D.; Bisacchi, Gregory S.; Dejneka, Tamara; Evans, Adelaide J.; Greytok, Jill A.; Hermsmeier, Mark A.; Humphreys, W. Griffith; Jacobs, Glenn A.; Kocy, Octavian; Lin, Pin-Fang; Lis, Karen A.; Marella, Michael A.; Ryono, Denis E.; Sheaffer, Amy K.; Spergel, Steven H.; Sun, Chong-Qing; Tino, Joseph A.; Vite, Gregory; Colonno, Richard J.; Zahler, Robert; Barrish, Joel C. Journal of Medicinal Chemistry, 1996 , vol. 39, # 10 p. 1991 - 2007
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Route2
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In-stock
775-06-4 - ~%
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In-stock
90819-30-0
References
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Recueil des Travaux Chimiques des Pays Bas, , vol. 103, # 4 p. 110 - 111
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References
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Recueil des Travaux Chimiques des Pays Bas, , vol. 103, # 4 p. 110 - 111
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 95.86
- LogP 1.9126
- H_Acceptors 4
- H_Donors 3
- Rotatable_Bonds 4
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Key Words
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