55145-45-4

Usage

Uses

Used in Organic Synthesis:
4-(TERT-BUTYLDIMETHYLSILYLOXY)CYCLOHEXA& is used as a protecting group for hydroxyl groups during chemical reactions. Its steric hindrance allows selective manipulation of other functional groups in the molecule, facilitating the synthesis of complex organic compounds.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 4-(TERT-BUTYLDIMETHYLSILYLOXY)CYCLOHEXA& is utilized in the synthesis of various drugs. Its protective role for hydroxyl groups enables the production of target molecules with desired properties and functionalities, contributing to the development of new therapeutic agents.
Used in Agrochemical Synthesis:
Similarly, in agrochemical synthesis, 4-(TERT-BUTYLDIMETHYLSILYLOXY)CYCLOHEXA& serves as a protecting group for hydroxyl groups, aiding in the creation of agrochemicals with specific pesticidal or herbicidal properties. Its application ensures the selective synthesis of active ingredients in crop protection products.

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

Upstream product

• 13482-22-9 4-hydroxycyclohexanone 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 22428-87-1 4,4-ethylenedioxycyclohexan-1-ol 
• 556-48-9 1,4-Cyclohexanediol 
• 126931-29-1 4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol 
• 112906-39-5 8-[(tert-butyldimethylsilyl)oxy]-1,4-dioxaspiro[4,5]decane 
• 154410-54-5 tert-Butyl-[2-(4-methoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yloxy]-dimethyl-silane 
• 124414-01-3 tert-butyl[(4,4-dimethoxycyclohexyl)oxy]dimethylsilane 

Downstream Products

• 865869-24-5 trifluoro-methanesulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester 
• 849071-55-2 cis-1,4-dihydroxycyclohexanecarbonitrile 
• 124414-01-3 tert-butyl[(4,4-dimethoxycyclohexyl)oxy]dimethylsilane 
• 221649-15-6 (2S,4S)-4-[(tert-Butyldimethylsilyl)oxy]-2-(2-chloro-5-pyridyl)cyclohexan-1-one 
• 221649-16-7 (2R,4S)-4-[(tert-Butyldimethylsilyl)oxy]-2-(2-chloro-5-pyridyl)cyclohexan-1-one 
• 388570-50-1 N-{2-[5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohexyl]-ethyl}-2,2,2-trifluoro-acetamide 
• 1246655-00-4 ethyl 5-(tert-butyldimethylsilyloxy)-1-(iodomethyl)-2-oxocyclohexanecarboxylate 
• 1036897-33-2 1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexylamine 
• 934840-34-3 [4-(tert-butyldimethylsilanyloxy)cyclohexyl]-(2-iodophenyl)amine 

Relevant academic research and scientific papers

AMINOPYRIMIDINE COMPOUND

The present invention provides a compound having a CaMKII inhibitory action, which is expected to be useful as an agent for the prophylaxis or treatment of cardiac diseases (particularly catecholaminergic polymorphic ventricular tachycardia, postoperative atrial fibrillation, heart failure, fatal arrhythmia) and the like. The present invention relates to a compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

BICYCLIC HETEROARYL SUBSTITUTED COMPOUNDS

Disclosed are compounds of Formula (I) to (VIII): (I) (II) (III) (IV) (V) (VI) (VII) (VIII); or a stereoisomer, tautomer, pharmaceutically acceptable salt, solvate or prodrug thereof, wherein R3 is a bicyclic heteroaryl group substituted with zero to 3 R3a; and R1, R2, R3a, R4, and n are defined herein. Also disclosed are methods of using such compounds as PAR4 inhibitors, and pharmaceutical compositions comprising such compounds. These compounds are useful in inhibiting or preventing platelet aggregation, and are useful for the treatment of a thromboembolic disorder or the primary prophylaxis of a thromboembolic disorder.

Construction of Distant Stereocenters by Enantioselective Desymmetrizing Carbonyl-Ene Reaction

An efficient desymmetrizing carbonyl-ene reaction of 1-substituted 4-methylenecyclohexanes with glyoxal derivatives was thus executed by a chiral N,N′-dioxide/NiII catalyst, providing facile access to cyclohexene derivatives bearing two remote 1,6-related stereocenters. This distal stereocontrol methodology originates from the efficient interaction between the catalyst with enophiles, discrimination of the two chair conformations of olefinic components, and the intrinsic six-membered transition-state structure of ene process.

FeCl3·6H2O/acetaldehyde, a versatile system for the deprotection of ketals and acetals via a transacetalization process

Mild and efficient catalytic deprotection of ketals/acetals mediated by FeCl3·6H2O/acetaldehyde has been described in this paper. The versatility and high chemoselectivity of the iron(iii)/aldehyde system are demonstrated by a large scope of examples. Deprotected ketones/aldehydes are nearly quantitatively isolated after filtration over a pad of silica gel followed by evaporation of volatile by-products.

Various oxidative reactions with novel ion-supported (diacetoxyiodo) benzenes

The oxidation of secondary alcohols and primary alcohols with two novel ion-supported (diacetoxyiodo)benzenes (IS-DIBs) A and B in the presence of a catalytic amount of 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO) in dichloromethane at room temperature proceeded efficiently to provide the corresponding ketones and aldehydes, respectively, in good yields. The oxidative reaction of N,N-diisopropylbenzylamines with those IS-DIBs was also carried out to generate the corresponding aromatic aldehydes in good yields. In addition, the Hofmann rearrangement of primary amides in methanol under basic conditions and the oxidative 1,2-rearrangement of propiophenones in trimethyl orthoformate under acidic conditions with those IS-DIBs provided the corresponding methyl carbamates and methyl 2-arylpropanoates, respectively, in good yields. Moreover, treatment of acetophenones with those IS-DIBs in the presence of trifluoromethanesulfonic acid in acetonitrile generated the corresponding 5-aryl-2-methyloxazoles in good yields. In those five reactions, the desired products were obtained in good yields with high purity by simple extraction of the reaction mixture with diethyl ether and subsequent removal of the solvent from the extract. Moreover, ion-supported iodobenzenes, which were the co-products derived from IS-DIBs in the present oxidative reactions, were recovered in good yields and could be re-oxidized to IS-DIBs A and B for reuse in the same oxidative reactions.

TEMPO-mediated oxidation of alcohols with ion-supported (diacetoxyiodo)benzenes

The oxidation of secondary alcohols and primary alcohols with novel ion-supported (diacetoxyiodo)benzenes (IS-DIB) in the presence of a catalytic amount of 2,2,6,6-tetramethylpiperidine-1-oxy radical (TEMPO) in dichloromethane at room temperature proceeded efficiently to provide the corresponding ketones and aldehydes, respectively, in good yields with high purity. Isolation of the product was easily accomplished by simple diethyl ether extraction of the reaction mixture and subsequent removal of the solvent from the extract. Moreover, ion-supported iodobenzenes, which were co-products derived from IS-DIB in the present oxidation, were recovered in good yields and could be re-oxidized to IS-DIB for reuse in the same oxidation. Georg Thieme Verlag Stuttgart · New York.

Efficient Swern oxidation and Corey-Kim oxidation with ion-supported methyl sulfoxides and methyl sulfides

The Swern oxidation of various benzylic and allylic alcohols, primary alcohols, and secondary alcohols with two ion-supported methyl sulfoxides A-1 (C6) and B-1 (C10), and oxalyl chloride in the presence of triethylamine in dichloromethane, followed by simple diethyl ether extraction of the reaction mixture, gave the corresponding aldehydes and ketones, respectively, in good yields with high purity. Similarly, the Corey-Kim oxidation of various benzylic and allylic alcohols, primary alcohols, and secondary alcohols with two ion-supported methyl sulfides A-2 (C6) and B-2 (C10), and N-chlorosuccinimide in the presence of triethylamine in dichloromethane, followed by simple diethyl ether extraction of the reaction mixture, furnished the corresponding aldehydes and ketones, respectively, in good yields with high purity. Both reactions did not produce any unpleasant odor at all. In the Swern oxidation, ion-supported methyl sulfides were recovered in high yields and could be re-oxidized to produce ion-supported methyl sulfoxides A-1 (C6) and B-1 (C10), for reuse in the same oxidation. In the Corey-Kim oxidation, ion-supported methyl sulfides A-2 (C6) and B-2 (C10) were recovered in high yields and could be also reused for the same oxidation.

The Grob/Eschenmoser fragmentation of cycloalkanones bearing β-electron withdrawing groups: A general strategy to acyclic synthetic intermediates

Introduction of a β-electron withdrawing group to cycloalkanones allows facile C-C bond fragmentation. The reaction has been demonstrated with a large range of ring sizes, bearing various leaving and electron withdrawing groups, and using a variety of nitrogen and oxygen containing nucleophiles (>30 examples). The application of fragmentation products to the preparation of substituted γ-lactones has been demonstrated. Mechanistic studies are reported which are suggestive of a Grob/Eschenmoser type reaction.

Swern oxidation of alcohols with ion-supported methyl sulfoxide and oxalyl chloride

The oxidation of primary and secondary alcohols with ion-supported methyl sulfoxide and oxalyl chloride in the presence of triethylamine in dichloromethane efficiently proceeded to give the corresponding aldehydes and ketones, respectively, in good yields with high purity. Isolation of the product was achieved very easily by simple diethyl ether extraction of the reaction mixture and subsequent removal of solvent from the extract. The reaction did not produce any unpleasant odor. Furthermore, ion-supported methyl sulfide was recovered in good yield and could be re-oxidized to ion-supported methyl sulfoxide for reuse in the same oxidation. Georg Thieme Verlag Stuttgart · New York.

FURANONE COMPOUNDS AND METHODS OF MAKING AND USING THE SAME

The invention features compounds of the general Formula (I): (formula should be inserted here) Compounds of Formula (I) possess unexpectedly high affinity for Alk5 and/or Alk4, and can be useful as antagonists thereof for preventing and/or treating numerous diseases, including fibrotic disorders.