Cas no 130745-59-4 (4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one)

4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one is a protected cyclohexanone derivative featuring a tert-butyldiphenylsilyl (TBDPS) ether group. This compound is particularly valuable in organic synthesis as a stable intermediate, offering selective protection for hydroxyl groups under mild conditions. The TBDPS group provides robust steric shielding, enhancing resistance to acidic and basic environments while remaining cleavable under controlled conditions (e.g., fluoride sources). Its crystalline solid form ensures ease of handling and storage. The cyclohexanone backbone allows further functionalization, making it useful in pharmaceuticals, agrochemicals, and complex molecule synthesis. Its compatibility with diverse reaction conditions underscores its versatility in multistep synthetic routes.
4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one structure
130745-59-4 structure
Product Name:4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one
CAS No:130745-59-4
MF:C22H28O2Si
MW:352.54202747345
CID:105936
PubChem ID:11416886
Update Time:2025-05-26

4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one Chemical and Physical Properties

Names and Identifiers

    • Cyclohexanone,4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-
    • 4-[(TERT-BUTYLDIPHENYLSILYL)OXY]CYCLOHEXAN-1-ONE
    • 4-[tert-butyl(diphenyl)silyl]oxycyclohexan-1-one
    • 4-((tert-butyldiphenylsilyl)oxy)cyclohexanone
    • 4-(tert-Butyl-diphenyl-silanyloxy)-cyclohexanone
    • 4-(tert-butyldiphenylsilyloxy)
    • 4-(TERT-BUTYLDIPHENYLSILYLOXY)CYCLOHEXANONE
    • 4-[(tert-Butyldiphenylsilyl)oxy]cyclohexanone
    • 4-< (tert-Butyldiphenylsilyl)oxy> cyclohexanone
    • 4-t-Butyldiphenylsilyloxycyclohexanone
    • AG-D-62416
    • AGN-PC-008OPM
    • CTK4B6903
    • SureCN1444038
    • 4-[(tert-Butyl-diphenylsilyl)oxy]cyclohexanone
    • 4-{[tert-Butyl(diphenyl)silyl]oxy}cyclohexan-1-one
    • DTXSID70465268
    • SS-4728
    • SCHEMBL1444038
    • CS-0444401
    • 4-((Tert-butyldiphenylsilyl)oxy)cyclohexan-1-one
    • 4{[tert-butyl(diphenyl)silyl]oxy}cyclohexanone
    • 130745-59-4
    • F79364
    • AKOS015904436
    • 4-[tert-butyl(diphenyl)silyl]oxy-1-cyclohexanone
    • A806143
    • 4-{[tert-butyl(diphenyl)silyl]oxy}cyclohexanone
    • QCWGWVNDCMJXAK-UHFFFAOYSA-N
    • 4-[tert-butyl(diphenyl)silyl]oxycyclohexanone
    • Cyclohexanone, 4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-
    • 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one
    • Inchi: 1S/C22H28O2Si/c1-22(2,3)25(20-10-6-4-7-11-20,21-12-8-5-9-13-21)24-19-16-14-18(23)15-17-19/h4-13,19H,14-17H2,1-3H3
    • InChI Key: QCWGWVNDCMJXAK-UHFFFAOYSA-N
    • SMILES: [Si](C1C=CC=CC=1)(C1C=CC=CC=1)(C(C)(C)C)OC1CCC(CC1)=O

Computed Properties

  • Exact Mass: 370.17651
  • Monoisotopic Mass: 352.185856666g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 5
  • Complexity: 413
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • PSA: 26.3

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4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one Suppliers

Amadis Chemical Company Limited
Gold Member
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(CAS:130745-59-4)4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one
Order Number:A806143
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 04:44
Price ($):348.0

Additional information on 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one

Introduction to 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one (CAS No. 130745-59-4)

4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one is a significant compound in the field of organic synthesis and pharmaceutical research, characterized by its unique structural and chemical properties. This compound, identified by the CAS number 130745-59-4, has garnered attention due to its utility in various synthetic applications, particularly in the development of fine chemicals and pharmaceutical intermediates. The presence of a tert-butyldiphenylsilyl group and an oxycyclohexanone backbone imparts distinct reactivity and stability, making it a valuable building block in modern chemical synthesis.

The compound's structure is highly intriguing from a chemical perspective. The tert-butyldiphenylsilyl moiety, a common silyl group, enhances the compound's stability and reactivity in various organic transformations. This group is particularly useful in protecting hydroxyl groups during synthetic processes, a crucial aspect in pharmaceutical manufacturing where selectivity and purity are paramount. Additionally, the oxycyclohexanone core provides a versatile platform for further functionalization, enabling the synthesis of more complex molecules.

In recent years, 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one has been extensively studied for its potential applications in drug discovery and development. The compound's ability to undergo regioselective reactions makes it an excellent candidate for constructing complex molecular architectures. Researchers have leveraged its properties to develop novel synthetic routes for bioactive molecules, including those with therapeutic implications. The compound's stability under various reaction conditions further enhances its appeal as an intermediate in multi-step syntheses.

One of the most notable applications of 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one is in the synthesis of protease inhibitors, which are critical in treating various diseases, including cancer and viral infections. The oxycyclohexanone moiety can be strategically modified to interact with specific enzymatic targets, while the protecting group ensures that reactive sites remain intact until the final stage of synthesis. This dual functionality has been exploited to develop high-affinity inhibitors with improved pharmacokinetic profiles.

The compound's role in asymmetric synthesis has also been explored. The presence of chiral centers in the cyclohexanone ring allows for the preparation of enantiomerically pure compounds, which are essential in pharmaceuticals where stereochemistry significantly affects biological activity. Recent advances in catalytic asymmetric methods have enabled the efficient synthesis of enantiomerically enriched derivatives of 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one, opening new avenues for constructing chiral drugs.

In addition to its pharmaceutical applications, 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one has found utility in materials science. Its unique structural features make it a promising candidate for developing advanced polymers and coatings with enhanced durability and functionality. The silyl group can be used to introduce cross-linking agents, improving the mechanical properties of polymers used in industrial applications. Furthermore, the oxycyclohexanone core can be functionalized to create materials with specific optical or electronic properties.

The synthesis of 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one typically involves multi-step organic reactions, starting from readily available precursors. Advanced synthetic techniques, such as transition metal-catalyzed cross-coupling reactions and organometallic chemistry, have been employed to construct the desired framework efficiently. These methods not only improve yield but also enhance selectivity, reducing unwanted byproducts. The growing interest in green chemistry has also prompted researchers to explore sustainable synthetic routes for this compound, minimizing waste and energy consumption.

The analytical characterization of 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one is another critical aspect of its study. Techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and infrared (IR) spectroscopy are routinely used to confirm its structure and purity. High-performance liquid chromatography (HPLC) is employed for purification purposes, ensuring that the compound meets the stringent requirements for pharmaceutical use. These analytical methods provide valuable insights into the compound's behavior under different conditions, aiding in process optimization.

The future prospects of 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one are promising, with ongoing research focusing on expanding its applications and improving synthetic methodologies. Innovations in computational chemistry are being utilized to predict novel derivatives with enhanced properties, reducing the need for extensive experimental trials. Additionally, collaborations between academia and industry are fostering the development of new technologies that could streamline the production and application of this compound.

In conclusion, 4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one (CAS No. 130745-59-4) is a versatile and highly valuable compound with significant implications in pharmaceuticals, materials science, and organic synthesis. Its unique structural features enable diverse applications ranging from drug development to advanced material creation. As research continues to uncover new possibilities for this compound, its importance is likely to grow further, solidifying its role as a cornerstone molecule in modern chemistry.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:130745-59-4)4-(tert-Butyldiphenylsilyl)oxycyclohexan-1-one
A806143
Purity:99%
Quantity:5g
Price ($):348.0
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