Lot numbers can be found on the outside label of a product:
4-((tert-Butyldimethylsilyl)oxy)cyclohexan-1-one
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CAS No. 55145-45-4
- Cat. No. CS-0113104
- Purity≥95%
- MDL No.MFCD06411307
*For research and further manufacturing use only, not for direct human use.
Structure of 55145-45-4
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General Information
- CAS No. 55145-45-4
- Cat. No. CS-0113104
- Purity ≥95%
- MDL No. MFCD06411307
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₂₄O₂Si
- Molecular Weight 228.40
- Synonym(s) 4-(tert-Butyldimethylsilyloxy)cyclohexanone
- SMILES O=C1CCC(O[Si](C)(C(C)(C)C)C)CC1
Description
4-((tert-Butyldimethylsilyl)oxy)cyclohexan-1-one features a silyl-protected hydroxyl group on a cyclohexanone scaffold, offering enhanced stability and moisture tolerance. This derivative enables reliable manipulation in multistep synthesis, particularly for complex ketone functionalization or stereocontrolled transformations under standard bench conditions.
Application
4-((tert-Butyldimethylsilyl)oxy)cyclohexan-1-one serves as a versatile silyl-protected ketone building block, enabling selective functionalization at the C4 position while maintaining robust stability under standard synthetic conditions. The tert-butyldimethylsilyl (TBS) group provides excellent protection for alcohols during multi-step transformations, facilitating orthogonal manipulation in complex molecule synthesis. Its bench-stable nature and compatibility with a wide range of reaction conditions make it a reliable intermediate for cyclohexanone-derived scaffolds in medicinal chemistry and natural product synthesis.
Synthesis
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Route1
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In-stock
126931-29-1 - ~98%
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In-stock
55145-45-4
References
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Song, Zhen Lei; Wang, Bao Min; Tu, Yong Qiang; Fan, Chun An; Zhang, Shu Yu Organic Letters, 2003 , vol. 5, # 13 p. 2319 - 2321
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Route2
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In-stock
13482-22-9 -
18162-48-6 - ~96%
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In-stock
55145-45-4
References
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Rath, Jean-Philippe; Eipert, Martin; Kinast, Stephan; Maier, Martin E. Synlett, 2005 , # 2 art. no. G42904ST, p. 314 - 318
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Route3
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In-stock
556-48-9 -
18162-48-6
- ~28%
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In-stock
55145-45-4
References
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Malapelle, Adeline; Coslovi, Anna; Doisneau, Gilles; Beau, Jean-Marie European Journal of Organic Chemistry, 2007 , # 19 p. 3145 - 3157
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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 26.3
- LogP 3.5199
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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