Lot numbers can be found on the outside label of a product:
Diethyl (2-amino-2-oxoethyl)phosphonate
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CAS No. 5464-68-6
- Cat. No. CS-0129422
- Purity≥97%
- MDL No.MFCD00014805
*For research and further manufacturing use only, not for direct human use.
Structure of 5464-68-6
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General Information
- CAS No. 5464-68-6
- Cat. No. CS-0129422
- Purity ≥97%
- MDL No. MFCD00014805
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₄NO₄P
- Molecular Weight 195.15
- Synonym(s) Phosphonic acid, (carbamoylmethyl)-, diethyl ester
- SMILES O=C(N)CP(OCC)(OCC)=O
Description
Diethyl (2-amino-2-oxoethyl)phosphonate features a phosphonate group flanked by ethyl esters and a β-amino ketone motif, enabling direct incorporation into peptide mimetics and bioactive phosphonates. This bench-stable derivative facilitates efficient synthesis of protease inhibitors and transition-state analogs under standard conditions.
Application
Diethyl (2-amino-2-oxoethyl)phosphonate serves as a versatile building block in synthetic organic chemistry, enabling the construction of phosphonate-containing heterocycles and peptide mimetics. Its amino and carbonyl functionalities support diverse transformations, including condensation, cyclization, and metal-catalyzed coupling reactions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and catalyst development.
Synthesis
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Route1
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In-stock
79-07-2 -
122-52-1 - ~70%
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In-stock
5464-68-6
References
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Zhang, Jianmin; Polishchuk, Elena A.; Chen, Jie; Ciufolini, Marco A. Journal of Organic Chemistry, 2009 , vol. 74, # 23 p. 9140 - 9151
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Route2
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In-stock
867-13-0 - ~%
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In-stock
5464-68-6
References
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Nylen Chemische Berichte, 1924 , vol. 57, p. 1030 Chemische Berichte, 1926 , vol. 59, p. 1120
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Route3
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In-stock
683-57-8 -
122-52-1
- ~94%
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In-stock
5464-68-6
References
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Kiddle, James J.; Gurley, Alison F. Phosphorus, Sulfur and Silicon and Related Elements, 2000 , vol. 160, p. 195 - 205
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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 : H319
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Precautionary Statements : P264-P280-P305+P351+P338-P337+P313
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Quality Control
Computational Chemistry Data
- TPSA 78.62
- LogP 0.7378
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 6
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Key Words
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