5326-50-1

Usage

InChI:InChI=1/C10H18O3/c1-2-13-9(11)8-10(12)6-4-3-5-7-10/h12H,2-8H2,1H3

Upstream product

• 108-94-1 cyclohexanone 
• 141-78-6 ethyl acetate 
• 105-36-2 ethyl bromoacetate 
• 2678-54-8 ketene diethyl acetal 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 
• 123-19-3 4-heptanone 
• 56579-97-6 lithium 1-ethoxyethenolate 
• 105-39-5 chloroacetic acid ethyl ester 
• 623-48-3 ethyl iodoacetae 
• 1552-92-7 ethyl cyclohexylideneacetate 
• 117668-87-8 (1-Hydroxy-cyclohexyl)-phenylselanyl-acetic acid ethyl ester 
• 27262-60-8 1-hydroxy-1-ethoxycarbonyl-diazomethylcyclohexane 
• 6975-17-3 ethyl 1-oxaspiro[2.5]octane-2-carboxylate 

Downstream Products

• 1658-25-9 (1-acetoxy-cyclohexyl)-acetic acid ethyl ester 
• 17207-48-6 (1-benzoylamino-cyclohexyl)-acetic acid 
• 1031336-66-9 trans-ethyl 2-4-((4-(hydroxymethyl)phenyl)cyclohexyl)acetate 
• 20366-36-3 (1-Phenyloxalylamino-cyclohexyl)-essigsaeure 
• 20366-49-8 (1-Isobutyrylamino-cyclohexyl)-essigsaeure-ethylester 
• 20366-37-4 1,4-Bis-<1-carboxymethyl-cyclohexyl-carbamoyl>-butan 
• 20334-82-1 (1-Diphenylacetylamino-cyclohexyl)-essigsaeure 
• 20334-80-9 (1-Cyclohexyl-carbonyl-amino-cyclohexyl)-essigsaeure 
• 1552-92-7 ethyl cyclohexylideneacetate 
• 1658-24-8 1-Propionyloxy-cyclohexylessigsaeureaethylester 
• 4709-59-5 ethyl 2-(1-cyclohexenyl)acetate 
• 18294-87-6 1-cyclohexenylacetic acid 
• 5292-21-7 Cyclohexylacetic acid 
• 69198-05-6 (2-hydroxy-cyclohexyl)-acetic acid 

Relevant academic research and scientific papers

Chemoselective γ-Oxidation of β,γ-Unsaturated Amides with TEMPO

A chemoselective and robust protocol for the γ-oxidation of β,γ-unsaturated amides is reported. In this method, electrophilic amide activation, in a rare application to unsaturated amides, enables a regioselective reaction with TEMPO resulting in the title products. Radical cyclisation reactions and oxidation of the synthesised products highlight the synthetic utility of the products obtained.

An effective cis-β-octahedral Mn(iii) SALPN catalyst for the Mukaiyama-Isayama hydration of α,β-unsaturated esters

Two cis-β-MnIIISALPN catalysts were synthesised and tested in the Mukaiyama-Isayama hydration of α,β-unsaturated esters. The MnIIIEtOSALPN(acac) complex 7 is the most active and catalyses hydration with little or no detectable undesired alkene reduction. This catalyst is superior for alkene hydration compared to the originally reported Mn(dpm)3 catalyst.

Iron(0)-Mediated Reformatsky Reaction for the Synthesis of β-Hydroxyl Carbonyl Compounds

An efficient, economical, and practical Reformatsky reaction of α-halo carbonyl compounds with aldehydes/ketones by using cheap and commercial iron(0) powder as reaction mediator is developed. The reactions proceeded effectively in the presence of a catalytic amount of iodine (20 mol %) to afford the synthetically useful β-hydroxyl carbonyl compounds in moderate to good yields.

Synthesis of Fasicularin

The synthesis of a tricyclic marine alkaloid, fasicularin, was accomplished. Stereoselective synthesis of the aza-spirocyclic BC-ring precursor and ensuing construction of the A-ring with stereocontrolled installation of the C2 hexyl group feature prominently in the synthesis.

Synthesis of β-Keto Lactone with Basic Skeleton of Przewalskin B

The synthesis of β-keto lactone was completed using cyclohexanone as starting material. The α,β-unsaturated lactone was obtained through Reformatsky reaction and iodolactonization. The aforementioned lactone was converted into target compound 1 (β-keto lactone) by Nef oxidation and Claisen condensation in six steps with 17.9% overall yield.

Synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols or 3-amino alcohols using iodobenzene dichloride and sodium azide

A general and efficient method for the synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols and 3-amino alcohols has been developed using the same reagent combination of iodobenzene dichloride (PhICl2) and sodium azide (NaN3).

Application of sulfuryl chloride for the quick construction of β-chlorotetrahydrofuran derivatives from homoallylic alcohols under mild conditions

An efficient and mild method is reported for the construction of β-chlorotetrahydrofuran derivatives by 5-endo chlorocycloetherification of homoallylic alcohols. The system employs sulfuryl chloride as the chlorinating agent under catalyst-free conditions. A variety of homoallylic alcohols with aryl or alkyl substituents were smoothly converted into β- chlorotetrahydrofurans in yields up to 98%.

INHIBITORS OF SERINE PROTEASES FOR THE TREATMENT OF HCV INFECTIONS

The present invention relates to compounds of formula (I): or a pharmaceutically acceptable salt thereof. These compounds inhibit serine protease, particularly the hepatitis C virus NS3-NS4A protease.

An efficient cobalt(I)-catalysed reformatsky reaction using α-chloro esters

An efficient cobalt(I)-catalysed Reformatsky reaction using α-chloro esters has been developed. The catalyst is prepared by reducing the cobalt(II) chloride (5%)/1,2-bis(diphenylphosphino)ethane (dppe)(5%)/zinc iodide (10%) system with zinc metal in acetonitrile in the presence of both the α-chloro ester and the carbonyl compound; good to excellent conversions to β-hydroxy esters are obtained at room temperature in 2.5 h.

INHIBITORS OF SERINE PROTEASES

The present invention relates to compounds of formula (I): or a pharmaceutically acceptable salt or mixtures thereof that inhibit serine protease activity, particularly the activity of hepatitis C virus NS3-NS4A protease.