130745-59-4

Basic information

• Product Name: CYCLOHEXANONE, 4-[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]-
• Synonyms: CYCLOHEXANONE, 4-[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]-;4-(tert-Butyl-diphenyl-silanyloxy)-cyclohexanone;4-[(tert-Butyl-diphenylsilyl)oxy]cyclohexanone;4-{[tert-Butyl(diphenyl)silyl]oxy}cyclohexan-1-one
• CAS NO: 130745-59-4
• Molecular Formula: C₂₂H₂₈O₂Si
• Molecular Weight: 352.547
• Mol File: 130745-59-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: CYCLOHEXANONE, 4-[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]-(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOHEXANONE, 4-[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]-(130745-59-4)
• EPA Substance Registry System: CYCLOHEXANONE, 4-[[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]OXY]-(130745-59-4)

Safety Data

• Hazardous Substances Data: 130745-59-4(Hazardous Substances Data)

Upstream product

• 952589-06-9 (1R,4R)-4-((tert-butyldiphenylsilyl)oxy)cyclohexanol 
• 150-76-5 4-methoxy-phenol 
• 69125-55-9 4-hydroxy-1-methoxy-1-cyclohexene 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 22428-87-1 4,4-ethylenedioxycyclohexan-1-ol 
• 543724-48-7 tert-butyl-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-diphenyl-silane 
• 13482-22-9 4-hydroxycyclohexanone 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 448961-23-7 rac-4-t-butyldiphenylsilyloxy-2-carbomethoxycyclohexan-1-one 
• 951386-29-1 2-isopropylidene-4-(tert-butyldiphenylsilyloxy)cyclohexanone 
• 847605-38-3 trans-tert-butyl(1-oxaspiro[2,5]oct-6-yloxy)diphenylsilane 
• 847605-39-4 cis-tert-butyl(1-oxaspiro[2,5]oct-6-yloxy)diphenylsilane 
• 139524-54-2 (2R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-phenylsulfanyl-cyclohexanone 
• 139524-54-2 (2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-phenylsulfanyl-cyclohexanone 
• 145640-27-3 (1S)-(-)-3-ethynyl-4-(trideuteriomethyl)cyclohex-3-en-1-ol 
• 145640-37-5 1-((tert-butyldiphenylsilyl)oxy)-3-(2,2-dibromoethenyl)-4-(trideuteriomethyl)cyclohex-3-ene 

Relevant articles and documents

GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE

Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with a defect in glyoxylate metabolism, for example a disease or disorder associated with the enzyme glycolate oxidase (GO) or alterations in oxalate metabolism. Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.

Oxidation of alcohols to aldehydes or ketones with 1-acetoxy-1,2- benziodoxole-3(1H)-one derivatives

Various benzylic and aliphatic alcohols were smoothly oxidized to the corresponding aromatic aldehydes and ketones as well as aliphatic ketones by treatment with 1-acetoxy-5-nitro-1,2-benziodoxole-3(1H)-one (ANBX), 1-acetoxy-5-bromo-1,2-benziodoxole-3(1H)-one (ABBX), 1-acetoxy-5-chloro-1,2- benziodoxole-3(1H)-one (ACBX), and 1-acetoxy-5-fluoro-1,2-benziodoxole-3(1H)-one (AFBX). These new tri-valent iodine compounds were prepared from 5-substituted 2-iodobenzoic acids and meta-chloroperoxybenzoic acid (m-CPBA). ANBX and ABBX were the most effective reagents for this oxidation of alcohols, and this present reaction is very attractive because of the ease of product isolation and the reusability of the reagents.

2-iodoxybenzenesulfonic acid as an extremely active catalyst for the selective oxidation of alcohols to aldehydes, ketones, carboxylic acids, and enones with oxone

Electron-donating group-substituted 2-iodoxybenzoic acids (IBXs) such as5-Me-IBX (1g), 5-MeO-IBX (1h), and 4,5-Me2-IBX were superior to IBX 1a as catalysts for the oxidation of alcohols with Oxone (a trad emark of DuPont) under nonaqueous conditions, although Oxone was almost insoluble in most organic solvents. The catalytic oxidation proceeded more rapidly and cleanly in nitromethane. Furthermore, 2-iodoxybenzenesulfonic acid (IBS, 6a) was much more active than modified IBXs. Thus, we established a highly efficient and selective method for the oxidation of primary and secondary alcohols to carbonyl compounds such as aldehydes, carboxylic acids, and ketones with Oxone in nonaqueous nitromethane, acetonitrile, or ethyl acetate in the presence of 0.05-5molpercentof 6a, which was generated in situ from 2-iodobenzenesulfonic acid (7a) or its sodium salt. Cycloalkanones could be further oxidized to α,β- cycloalkenones or lactones by controlling the amounts of Oxone under the same conditions as above. When Oxone was used under nonaqueous conditions, Oxone wastes could be removed by simple filtration. Based on theoretical calculations, we considered that the relatively ionic character of the intramolecular hypervalent iodine-OSO2 bond of IBS might lower the twisting barrier of the alkoxyperiodinane intermediate 16.