112650-62-1

Usage

Uses

Used in Pharmaceutical Industry:
Cyclopropanol, 1-cyclohexylis used as an intermediate in the synthesis of pharmaceuticals for its ability to form complex molecular structures that can be utilized in the development of new drugs.
Used in Research and Experimental Studies:
Cyclopropanol, 1-cyclohexylis used as a research compound for its potential applications in the development of new drugs and for understanding its chemical properties and reactions.

Upstream product

• 4630-82-4 methyl cyclohexylcarboxylate 
• 925-90-6 ethylmagnesium bromide 
• 593-71-5 Chloroiodomethane 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 539-74-2 Ethyl 3-bromopropionate 
• 931-50-0 cyclohexylmagnesium bromide 
• 2386-64-3 ethylmagnesium chloride 
• 13487-73-5 3-chloro-1-cyclohexyl-propan-1-one 
• 623-71-2 ethyl 3-chloropropanoate 
• 3289-28-9 ethyl cyclohexanecarboxylate 
• 139336-65-5 (1-Cyclohexyl-cyclopropoxy)-trimethyl-silane 
• 823-76-7 Cyclohexyl methyl ketone 
• 119612-85-0 {[1-cyclohexylethenyl]oxy}trimethylsilane 

Downstream Products

• 139336-65-5 (1-Cyclohexyl-cyclopropoxy)-trimethyl-silane 
• 2177-34-6 1-cyclohexylprop-2-en-1-one 
• 76785-92-7 1-cyclohexyl-3-iodo-1-propanone 
• 1340552-40-0 1-cyclohexyl-4,4,4-trifluorobutan-1-one 

Relevant academic research and scientific papers

Evaluation of titanium alkoxides and aryloxides in the Kulinkovich cyclopropanation of carboxylic esters

Systematic evaluation of several titanium alkoxides and aryloxides was undertaken in the titanium-mediated cyclopropanation reactions of carboxylic esters. Chlorotitanium triisopropoxide and/or methyltitanium triisopropoxide were found to be the reagents

One-Pot Synthesis of 1-Substituted Cyclopropanols from Carboxylic Acid Chlorides

The in situ generated chloromethyl-lithium reacts at -78 deg C to -30 deg C with different acid chlorides (2:1 molar ratio) to afford, after lithiation with lithium powder, 1-substituted cyclopropanols.

Catalytic Asymmetric Allylic Substitution with Copper(I) Homoenolates Generated from Cyclopropanols

By using copper(I) homoenolates as nucleophiles, which are generated through the ring-opening of 1-substituted cyclopropane-1-ols, a catalytic asymmetric allylic substitution with allyl phosphates is achieved in high to excellent yields with high enantioselectivity. Both 1-substituted cyclopropane-1-ols and allylic phosphates enjoy broad substrate scopes. Remarkably, various functional groups, such as ether, ester, tosylate, imide, alcohol, nitro, and carbamate are well tolerated. Moreover, the present method is nicely extended to the asymmetric construction of quaternary carbon centers. Some control experiments argue against a radical-based reaction mechanism and a catalytic cycle based on a two-electron process is proposed. Finally, the synthetic utilities of the product are showcased by means of the transformations of the terminal olefin group and the ketone group.

Synthesis of γ-Keto Sulfones through a Three-Component Reaction of Cyclopropanols, DABCO ? (SO2)2 and Alkyl Halides

A route to γ-keto sulfones through a metal-free reaction of cyclopropanols, DABCO ? (SO2)2 and alkyl halides is described. This reaction occurs under mild conditions in the absence of any catalysts, additives, or oxidants. Various functional groups including as ester, amino, methoxy, bromo, trifluoromethyl, nitro and carbonyl are tolerated well in this transformation, and the corresponding γ-keto sulfones are afforded in 35% to 95% yields. The proposed mechanism implies that this reaction proceeds through γ-keto sulfinate intermediate generated in situ, which further undergoes nucleophilic substitution with alkyl halides leading to γ-keto sulfones. (Figure presented.).

Iron-Catalyzed Ring-Opening Reactions of Cyclopropanols with Alkenes and TBHP: Synthesis of 5-Oxo Peroxides

The ring opening of cyclopropanols is rarely used in multicomponent reactions. Herein we report the three-component reaction of cyclopropanols with alkenes and tert-butyl hydroperoxide (TBHP) catalyzed by an iron catalyst. This protocol enables the incorporation of both the β-carbonyl fragment and a peroxy unit across the C=C double bond regioselectively, thus allowing an efficient, facile access to 5-oxo peroxides. Modification of the biologically active molecules and various downstream derivatizations of the peroxides are also demonstrated.

Rhodium(III)-Catalyzed Oxidative Cyclization of Oxazolines with Cyclopropanols: Synthesis of Isoindolinones

The synthesis of C3-substituted isoindolin-1-ones from oxazolines and cyclopropanols has been achieved with oxazoline as a bifunctional nucleophilic directing group. The reaction proceeds by the cleavage of three chemical bonds and allows the formation of three new chemical bonds, a C-N bond, a C-C bond, and a C-O bond, in a single step.

ITACONIC ACID DERIVATIVES AND USES THEREOF IN TREATING AN INFLAMMATORY DISEASE OR A DISEASE ASSOCIATED WITH AN UNDESIRABLE IMMUNE RESPONSE

The invention relates to compounds of formula (I) and to their use in treating or preventing an inflammatory disease or a disease associated with an undesirable immune response: (I) wherein R A, R B, R C and R D

Copper-mediated tandem ring-opening/cyclization reactions of cyclopropanols with aryldiazonium salts: Synthesis of: N -arylpyrazoles

A general method for the synthesis of structurally diverse N-arylpyrazoles from readily available cyclopropanols and aryldiazonium salts is disclosed. The reaction was conducted at room temperature within minutes with a broad substrate scope and excellent regioselectivity.

Metal-Free Direct C–H β-Carbonyl Alkylation of Heteroarenes with Cyclopropanols Mediated by K2S2O8

Direct C–H β-carbonyl alkylation of heteroarenes under metal-, acid- and photo-catalyst free conditions has been achieved. A wide scope of substrates, such as various substituted quinolines and isoquinolines, pyridines, pyridazine, benzo[d]thiazole and phenanthroline, underwent the β-carbonyl alkylation efficiently via K2S2O8-mediated ring-opening of cyclopropanols. The corresponding β-heteroarylated ketones were obtained in moderate to excellent yields and gram-scale experiments further demonstrated the practicality of this synthetic protocol. The readily available reagents, mild and environmentally benign conditions make the method extremely attractive. The reaction mechanism is also proposed.

Ni-Catalyzed Denitrogenative Cross-Coupling of Benzotriazinones and Cyclopropanols: An Easy Access to Functionalized β-Aryl Ketones

A novel Ni-catalyzed denitrogenative cross-coupling between benzotriazinones and cyclopropanols is reported herein. This neoteric reactivity allows for the convenient synthesis of β-(o-amido)aryl ketones from readily available starting materials with good yields (up to 93percent) and general substrate scope.