14399-63-4

Usage

Uses

Used in Pharmaceutical Industry:
(1-Hydroxy-cyclohexyl)-acetic acid is used as a synthetic intermediate for the production of anti-inflammatory and analgesic drugs, contributing to the development of medications that alleviate pain and reduce inflammation.
Used in Perfumery and Flavoring Industry:
HCAA serves as a building block in the synthesis of perfumes and flavorings, enhancing the aromatic profiles of various consumer products by providing unique scent and taste characteristics.
Used in Polymer and Resin Manufacturing:
(1-Hydroxy-cyclohexyl)-acetic acid is utilized in the manufacturing of polymers and resins, where it contributes to the formation of materials with specific properties for use in coatings, adhesives, and composites.

InChI:InChI=1/C8H14O3/c9-7(10)6-8(11)4-2-1-3-5-8/h11H,1-6H2,(H,9,10)

Upstream product

• 1123-34-8 1-allyl-1-cyclohexanol 
• 5326-50-1 (1-hydroxycyclohexyl)acetic acid ethyl ester 
• 108-94-1 cyclohexanone 
• 96-32-2 bromoacetic acid methyl ester 
• 18291-80-0 trimethylsilyl bromoacetate 
• 64-69-7 Iodoacetic acid 
• 105-36-2 ethyl bromoacetate 
• 7440-66-6 zinc 
• 79-11-8 chloroacetic acid 
• 64-19-7 acetic acid 

Downstream Products

• 768-50-3 1-cyclohexenylacetone 
• 84189-13-9 cyclohexene-1-acetyl chloride 
• 18294-87-6 1-cyclohexenylacetic acid 
• 1552-91-6 cyclohexylideneacetic acid 
• 40894-17-5 1-(2-hydroxyethyl)cyclohexanol 
• 80385-43-9 2-cyclohexylideneacetyl chloride 
• 377774-20-4 1-cyclohexylidene-butan-2-one 
• 861310-40-9 1-cyclohex-1-enyl-butan-2-one 
• 1192-37-6 methylenecyclohexane 
• 81467-22-3 (1-Hydroxycyclohexyl)acetohydroxamsaeure 
• 108-94-1 cyclohexanone 
• 64-19-7 acetic acid 
• 81467-26-7 3-<(1-Hydroxycyclohexyl)methyl>-1,4,2-dioxazol-5-on 
• 87143-30-4 (cyclohex-1-en-1-yl)-CH₂-CO-NH₂ 

Relevant academic research and scientific papers

Intramolecular insertions into unactivated C(sp3)-H bonds by oxidatively generated β-diketone-α-gold carbenes: Synthesis of cyclopentanones

Generation of reactive α-oxo gold carbene intermediates via gold-catalyzed oxidation of alkynes has become an increasing versatile strategy of replacing hazardous diazo carbonyl compounds with benign and readily available alkynes in the development of efficient synthetic methods. However, one of the hallmarks of metal carbene/carbenoid chemistry, i.e., insertion into an unactivated C(sp3)-H bond, has not be realized. This study reveals for the first time that this highly valuable transformation can be readily realized intramolecularly by oxidatively generated β-diketone-α-gold carbenes using ynones as substrates. Substrate conformation control via the Thorpe-Ingold effect is the key design feature that enables generally good to excellent efficiencies, and synthetically versatile cyclopentanones including spiro-, bridged, and fused bicyclic ones can be readily accessed.

Inhibitors of Serine Proteases

The present invention relates to compounds that inhibit serine protease activity, particularly the activity of hepatitis C virus NS3-NS4A protease. As such, they act by interfering with the life cycle of the hepatitis C virus and are also useful as antiviral agents. The invention further relates to compositions comprising these compounds either for ex vivo use or for administration to a patient suffering from HCV infection. The invention also relates to methods of treating an HCV infection in a patient by administering a composition comprising a compound of this invention.

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.

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.

Aldol-type reactions of unmasked iodoacetic acid with carbonyl compounds promoted by samarium diiodide: Efficient synthesis of carboxylic 3-hydroxyacids and their derivatives

An easy, direct, general, and efficient samarium diiodide-mediated preparation of 3-hydroxyacids 1 in high yield by reaction of different aldehydes or ketones with commercially available iodoacetic acid is described. The application of different esterific

Lithium- α-lithioacetate and β-lithiopropionate: Useful intermediates in organic synthesis

The reaction of chloroacetic acid and 3-chloropropionic acid with a base (LDA or Bu(n)Li, respectively) and then with an excess of lithium and a catalytic amount of 4,4'-di-tert-butylbiphenyl (DTBB, 5%) in the presence of different electrophiles [Bu'CHO, PhCHO, Et2CO, (CH2)5CO, PhCOMe] in THF at -78°C leads, after hydrolysis with water, to the expected hydroxy acids, which in the second case are directly cyclised under acidic conditions to give the expected γ-lactones. (C) 2000 Elsevier Science Ltd.

Synthesis of perhydrooxazinones from 2-aza-3-trimethylsilyloxy-1,3- butadiene. A general route to 3,3-disubstituted-β-hydroxy acids

1-Phenyl-2-aza-3-trimethylsilyloxy-1,3-butadiene reacts with aliphatic, aromatic and cyclic ketones to give in good to excellent yields 6,6- disubstituted-1,3-perhydro-oxazin-4-ones which, in turn, have been readily converted into β-hydroxy carboxylic acids.

Reaction de Reformatsky a froid avec des α-bromoesters-acetals. I. Une methode generale pour la synthese des β-hydroxyacides a partir des α-bromoesters de tetrahydropyrannyle (Note de laboratoire)

The readily accessible tetrahydropyranyl esters of α-bromoacids can be used in the Reformatsky reaction for the preparation of β-hydroxyacids.The reaction is generally carried out in cold tetrahydrofuran.The β-hydroxyacids can be easily obtained by stirring the cold solution of their tetrahydropyranyl esters with dilute hydrochloric acid.