Lot numbers can be found on the outside label of a product:
Diethyl 4-oxocyclohexane-1,1-dicarboxylate
-
CAS No. 55704-60-4
- Cat. No. CS-0151868
- Purity≥95%
- MDL No.MFCD00177942
*For research and further manufacturing use only, not for direct human use.
Structure of 55704-60-4
Please choose your location and provide accurate information for you
| Size |
|
Price | Quantity | |||
|---|---|---|---|---|---|---|
|
* Please select Quantity before adding items. |
||||||
Recommended Products
General Information
- CAS No. 55704-60-4
- Cat. No. CS-0151868
- Purity ≥95%
- MDL No. MFCD00177942
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₈O₅
- Molecular Weight 242.27
- Synonym(s) Ethyl 1-(ethoxycarbonyl)-4-oxocyclohexanecarboxylate
- SMILES CCOC(=O)C1(CCC(=O)CC1)C(=O)OCC
Description
Diethyl 4-oxocyclohexane-1,1-dicarboxylate features a sterically hindered cyclohexanone core with two ester groups at the 1-position, enabling selective functionalization. This electron-deficient diketone scaffold facilitates efficient Michael additions and aldol reactions, serving as a key building block in asymmetric synthesis and natural product chemistry.
Application
Diethyl 4-oxocyclohexane-1,1-dicarboxylate serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted cyclohexane scaffolds through controlled enolization and nucleophilic addition. Its α,α-disubstituted ketone functionality facilitates regioselective functionalization, while the ester groups support sequential transformations. The compound exhibits good bench stability and is compatible with standard reaction conditions, making it well-suited for applications in natural product synthesis and medicinal chemistry lead optimization.
Synthesis
-
Route1
-
92454-00-7 - ~94%
-
In-stock
55704-60-4
References
-
Walley, D.R.; Belletire, J.L. Synthetic Communications, 1984 , vol. 14, # 5 p. 401 - 406
-
-
Route2
-
57899-62-4 - ~88%
-
In-stock
55704-60-4
References
-
Singh, Sheo B.; Kaelin, David E.; Wu, Jin; Miesel, Lynn; Tan, Christopher M.; Meinke, Peter T.; Olsen, David; Lagrutta, Armando; Bradley, Prudence; Lu, Jun; Patel, Sangita; Rickert, Keith W.; Smith, Robert F.; Soisson, Stephen; Wei, Changqing; Fukuda, Hideyuki; Kishii, Ryuta; Takei, Masaya; Fukuda, Yasumichi ACS Medicinal Chemistry Letters, 2014 , vol. 5, # 5 p. 609 - 614
-
-
Route3
-
105-53-3
- ~%
-
In-stock
55704-60-4
References
-
BRISTOL-MYERS SQUIBB COMPANY; UEDA, Yasutsugu; CONNOLLY, Timothy P.; JOHNSON, Barry L.; LI, Chen; NAIDU, B. Narasimhulu; PATEL, Manoj; PEESE, Kevin; SORENSON, Margaret E.; WALKER, Michael A.; BOWSHER, Michael S.; LI, Rongti Patent: WO2012/78834 A1, 2012 ; WO 2012/078834 A1
-
Safety Information
Download SDS|
GHS Pictogram :
|
GHS No : GHS07
|
|
Signal Word : Warning
|
UN#: N/A
|
|
Class : N/A
|
Packing Group : N/A
|
|
Hazard Statements : H302-H315-H319-H335
|
|
|
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
|
|
Quality Control
Computational Chemistry Data
- TPSA 69.67
- LogP 1.2421
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 4
Similar Products
Other Classifications
Recently Viewed Products
Leave US a Message
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Upload Pictures
|
|
Key Words
- 55704-60-4 sigma55704-60-4 manufacturer55704-60-4 price55704-60-4 structure55704-60-4 SDSbuy 55704-60-455704-60-4 supplier55704-60-4 uses55704-60-4 molecular weightprice of 55704-60-455704-60-4 chemical name formula of 55704-60-4