74173-08-3

Usage

Uses

Used in Organic Synthesis:
2-(TERT-BUTYLDIMETHYLSILYLOXY)CYCLOHEXA& is used as a protecting group in organic synthesis for [application reason] the ability to shield alcohols, amines, and carboxylic acids from unwanted reactions, allowing for greater control over the reaction pathways and outcomes.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 2-(TERT-BUTYLDIMETHYLSILYLOXY)CYCLOHEXA& is utilized as a precursor for the synthesis of various pharmaceuticals and organic compounds. Its role is crucial for the development of new drugs and the modification of existing ones to improve their efficacy and safety profiles.

InChI:InChI=1/C12H24O2Si/c1-12(2,3)15(4,5)14-11-9-7-6-8-10(11)13/h11H,6-9H2,1-5H3

Upstream product

• 62791-22-4 tert-butyl(cyclohex-1-en-1-yloxy)dimethylsilane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 533-60-8 cyclohexanone-2-ol 
• 55705-17-4 α-(phenylsulfinyl)cyclohexanone 
• 77086-38-5 ketene t-butyldimethylsilyl methyl acetal 
• 233262-34-5 2,2-dimethoxy-cyclohexanecarboxylic acid methyl ester 
• 41302-34-5 2-(methoxycarbonyl)cyclohexanone 
• 25662-41-3 Methyl-2-methoxy-2-cyclohexen-1-carboxylat 
• 362480-55-5 3-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohexanecarboxylic acid methyl ester 
• 362480-54-4 3-hydroxy-2-oxo-cyclohexanecarboxylic acid methyl ester 

Downstream Products

• 125536-61-0 [2-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-(Z)-ylidene]-acetonitrile 
• 125536-62-1 [2-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetonitrile 
• 125536-57-4 tert-Butyl-dimethyl-{2-[1-phenyl-meth-(Z)-ylidene]-cyclohexyloxy}-silane 
• 125536-58-5 tert-Butyl-dimethyl-{2-[1-phenyl-meth-(E)-ylidene]-cyclohexyloxy}-silane 
• 125536-59-6 tert-Butyl-dimethyl-{2-[1-phenylsulfanyl-meth-(Z)-ylidene]-cyclohexyloxy}-silane 
• 125536-60-9 tert-Butyl-dimethyl-{2-[1-phenylsulfanyl-meth-(E)-ylidene]-cyclohexyloxy}-silane 
• 362480-56-6 1,6-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexene 
• 72726-56-8 tert-butyl(dimethyl)[(2-methylenecyclohexyl)oxy]silane 
• 1204501-07-4 benzyl (2S)-4-(2-(tert-butyldimethylsilyloxy)-1-hydroxycyclohexyl)-4-diazo-3-oxo-1-phenylbutan-2-ylcarbamate 

Relevant academic research and scientific papers

A new non-azole inhibitor of ABA 8′-hydroxylase: Effect of the hydroxyl group substituted for geminal methyl groups in the six-membered ring

We designed and synthesized AHI4 that has an axial hydroxyl group instead of geminal methyl groups at C-6′ of AHI1, previously reported as a lead compound for the development of non-azole inhibitors of ABA 8′-hydroxylase. (+)-AHI4 competitively inhibited

Chemoselective activation of trimethylsilyl enol ether functionalities in the presence of silyl-protected alcohols by trimethylsilyl-nonaflyl exchange

Trimethylsilyl enol ethers bearing trialkylsilyl-protected hydroxy groups were converted into synthetically valuable bifunctional alkenyl nonaflates under the action of nonafluorobutane-1-sulfonyl fluoride combined with potassium fluoride in the presence

Preparation of tethered aldehyde ynoates and ynones by ring fragmentation of cyclic γ-oxy-β-hydroxy-α-diazo carbonyls

(Chemical Equation Presented) Cyclic γ-oxy-β-hydroxy-α- diazo carbonyls undergo Lewis acid induced ring fragmentation to provide either ynoates or ynones tethered to an aldehyde, ketone, or ester. The fragmentation precursors are convenient to prepare by adding lithiated α-diazo carbonyls to α-oxy ketones. The fragmentation appears general and provides a variety of functional group-rich products in good to excellent yield.

Synthesis of 3-fluorofuran-2(5H)-ones based on Z/E photoisomerisation and cyclisation of 2-fluoro-4-hydroxybut-2-enoates

Mixtures of some (E)- and (Z)-2-fluoroalk-2-enoates prepared from the corresponding 2-hydroxycarbonyl compounds and ethyl 2-(diethoxyphosphoryl)-2- fluoroacetate have been transformed in high conversions into the target 3-fluorofuran-2(5H)-ones by an effi

Simple and efficient MW-assisted cleavage of acetals and ketals in pure water

Simple and efficient MW-assisted cleavage of acetal and ketal is proposed in deionized water and in a very short time.

Er(OTf)3 as a mild cleaving agents for acetals and ketals

Er(OTf)3 is proposed as a very gentle Lewis acid catalyst in a chemoselective method for the cleavage of alkyl and cyclic acetals and ketals at room temperature in wet nitromethane is presented.

Simple and efficient chemoselective mild deprotection of acetals and ketals using cerium(III) triflate

A new and chemoselective method for the cleavage of alkyl and cyclic acetals and ketals at room temperature in wet nitromethane by using catalytic cerium(III) trifluoromethane sulfonate is presented. The high yields, the observed selectivity, the very gentle reaction conditions, and the almost neutral pH make this procedure particularly attractive for multistep synthesis.

Diastereocontrol in the synthesis of models of rings C and D of phorbol: Directing effect of an ether substituent on lithium carbenoid mediated cyclopropanation

The diastereocomplementarity of halo- and alkylcarbenes (paths a and b, respectively) was shown in the cyclopropanation reaction of 1. The conversion of 1 into 7,7-dimethylbicyclo[4.1.0]heptan-1,2-diols (±)-2 and (±)-3 represents an important transformati

Chemistry of O-Silylated Ketene Acetals: Preparation of α-Siloxy Phenyl Sulfides and Methyl 3-(Phenylthio)butyrates from Alkyl Phenyl Sulfoxides

Treatment of alkyl phenyl sulfoxides (2a-h) with O-methyl-O-tert-butyldimethylsilyl ketene acetal (1a) in dry acetonitrile in the presence of a catalytic amount of zinc iodide caused a Pummerer-type rearrangement to give α-siloxy phenyl sulfides (3a-h) under mild conditions.On the oder hand, treatment of the sulfoxide (2d) with O-methyl-O-trimethylsilyl ketene acetals (1b,c) under similar conditions gave carbon-carbon bond-formed products, methyl 3-(phenylthio)-butyrates (8 and 9).Keywords - O-methyl-O-tert-butyldimethylsilyl ketene acetal; alkyl phenyl sulfoxide; Pummerer rearrangement; α-siloxy phenyl sulfide; O-methyl-O-trimethylsilyl ketene acetal; carbon-carbon bond forming reaction; methyl 3-(phenylthio)butyrate; α-siloxy sulfide reaction