Lot numbers can be found on the outside label of a product:
5-(Benzyloxy)-5-oxopentanoic acid
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CAS No. 54322-10-0
- Cat. No. CS-0019117
- Purity≥95%
- MDL No.MFCD00447718
*For research and further manufacturing use only, not for direct human use.
Structure of 54322-10-0
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General Information
- CAS No. 54322-10-0
- Cat. No. CS-0019117
- Purity ≥95%
- MDL No. MFCD00447718
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₄O₄
- Molecular Weight 222.24
- Synonym(s) Pentanedioic acid, mono(phenylmethyl) ester (9CI); Glutaric acid monobenzyl ester; Monobenzyl glutarate; Pentanedioic acid monobenzyl ester; 1,5-Pentanedioic Acid Monobenzyl Ester
- SMILES O=C(OCC1=CC=CC=C1)CCCC(O)=O
Description
This malonate derivative features a benzyl ether-linked carbonyl group, enabling direct incorporation into synthetic routes requiring hydrolytically stable acyl precursors. The benzyloxy substitution enhances solubility in organic media while maintaining compatibility with standard amine coupling protocols.
Application
5-(Benzyloxy)-5-oxopentanoic acid serves as a versatile synthon for γ-oxo ester and lactone synthesis, enabling efficient access to bioactive heterocyclic scaffolds. Its pendant benzyloxy group provides orthogonal protection for hydroxyl functionalities, while the β-ketoacid moiety facilitates decarboxylative transformations and cyclization under mild conditions. The compound exhibits good bench stability and is compatible with standard functional group manipulations in medicinal chemistry workflows.
Synthesis
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Route1
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108-55-4 -
In-stock
100-51-6 - ~86%
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In-stock
54322-10-0
References
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Gao; Mitra Synthetic Communications, 2001 , vol. 31, # 9 p. 1399 - 1419
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Route2
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53715-97-2
- ~%
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In-stock
54322-10-0
References
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Garvey, David S.; Saenz de Tejada, Inigo; Gaston, Ricky D.; Khanapure, Subhash P.; Shelekhin, Tatiana E.; Wang, Tiansheng Patent: US2002/143007 A1, 2002 ;
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References
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Freidlin,G.N. et al. J. Gen. Chem. USSR (Engl. Transl.), 1963 , vol. 33, p. 934 - 938,919 - 922
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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 : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364
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Quality Control
Computational Chemistry Data
- TPSA 63.6
- LogP 1.9847
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 6
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Key Words
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