Lot numbers can be found on the outside label of a product:
(S)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid
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CAS No. 2419-56-9
- Cat. No. CS-W015458
- Purity≥97%
- MDL No.MFCD00038580
*For research and further manufacturing use only, not for direct human use.
Structure of 2419-56-9
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General Information
- CAS No. 2419-56-9
- Cat. No. CS-W015458
- Purity ≥97%
- MDL No. MFCD00038580
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₇NO₄
- Molecular Weight None
- Synonym(s) None
- SMILES N[C@@H](CCC(OC(C)(C)C)=O)C(O)=O
Description
(S)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid is a chiral building block featuring a protected β-ketoacid moiety and a stereogenic center. This bench-stable, moisture-tolerant reagent integrates readily into peptide synthesis workflows, enabling direct incorporation of non-proteinogenic amino acids with high enantioselectivity. The tert-butoxy group facilitates selective deprotection under mild acidic conditions.
Application
(S)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid serves as a valuable chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. Its pendant amino, carboxylic acid, and protected keto functionalities enable sequential transformations under mild conditions. The tert-butyl ester group provides bench stability and facilitates orthogonal deprotection, enhancing utility in multi-step synthetic sequences common in medicinal chemistry.
Synthesis
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Route1
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In-stock
3886-08-6 - ~95%
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In-stock
2419-56-9
References
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Betschmann, Patrick; Sahli, Stefan; Diederich, Francois; Obst, Ulrike; Gramlich, Volker Helvetica Chimica Acta, 2002 , vol. 85, # 5 p. 1210 - 1245
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Route2
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In-stock
71989-18-9 - ~%
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In-stock
2419-56-9
References
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WO2011/19942 A2, ; Page/Page column 31-32 ;
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References
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Chen, Chun-Chi; Rajagopal, Basker; Liu, Xuan Yu; Chen, Kuan Lin; Tyan, Yu-Chang; Lin, Fui; Lin, Po-Chiao Amino Acids, 2014 , vol. 46, # 2 p. 367 - 374
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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 89.62
- LogP 0.5202
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 4
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Key Words
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