Lot numbers can be found on the outside label of a product:
Ethyl 4-(benzyloxy)-3-oxobutanoate
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CAS No. 67354-34-1
- Cat. No. CS-D0560
- Purity≥95%
- MDL No.MFCD19388798
*For research and further manufacturing use only, not for direct human use.
Structure of 67354-34-1
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General Information
- CAS No. 67354-34-1
- Cat. No. CS-D0560
- Purity ≥95%
- MDL No. MFCD19388798
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₆O₄
- Molecular Weight None
- Synonym(s) Ethyl 4-(Benzyloxy)-3-oxobutyrate
- SMILES CCOC(CC(COCC1=CC=CC=C1)=O)=O
Description
Ethyl 4-(benzyloxy)-3-oxobutanoate features a β-keto ester motif flanked by a benzyloxy group, enabling direct participation in Claisen condensations and Michael additions. This bench-stable reagent integrates readily into complex molecular architectures under mild conditions.
Application
Ethyl 4-(benzyloxy)-3-oxobutanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted heterocycles and bioactive scaffolds. Its α,β-unsaturated β-keto ester functionality facilitates aldol condensations, Michael additions, and cyclizations under mild conditions. The benzyloxy group provides orthogonal protection for phenolic alcohols, while the ethyl ester supports facile manipulation via hydrolysis or reduction. Bench-stable and compatible with diverse reaction conditions, it functions as a key intermediate in the synthesis of natural product analogs and pharmaceutical candidates.
Synthesis
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References
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Fan, Weizheng; Li, Wanfang; Ma, Xin; Tao, Xiaoming; Li, Xiaoming; Yao, Ying; Xie, Xiaomin; Zhang, Zhaoguo Journal of Organic Chemistry, 2011 , vol. 76, # 22 p. 9444 - 9451
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Route2
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623-73-4 -
60656-87-3
- ~82%
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In-stock
67354-34-1
References
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Marmsaeter, Fredrik P.; Vanecko, John A.; West Organic Letters, 2004 , vol. 6, # 10 p. 1657 - 1660
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References
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Zhong, Wenge; Norman, Mark Henry; Kaller, Matthew; Nguyen, Thomas; Rzasa, Robert Michael; Tegley, Christopher; Wang, Hui-Ling Patent: US2004/147561 A1, 2004 ; Location in patent: Page 41 ;
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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 52.6
- LogP 1.7255
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 7
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Key Words
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