3527-63-7

Usage

Uses

Used in Pharmaceutical Industry:
(S)-2-Cyclohexyl-propionic acid is used as an analgesic agent for relieving mild to moderate pain, such as headaches, muscle aches, and menstrual cramps.
(S)-2-Cyclohexyl-propionic acid is used as an anti-inflammatory agent for reducing inflammation and swelling associated with conditions like arthritis.
(S)-2-Cyclohexyl-propionic acid is used as an antipyretic agent for lowering fever and alleviating associated discomfort.
It is important to use (S)-2-Cyclohexyl-propionic acid cautiously and under the guidance of a healthcare professional to minimize the risk of potential side effects, such as stomach irritation, gastrointestinal bleeding, and an increased risk of cardiovascular events, especially with prolonged use or at high doses.

Upstream product

• 7782-24-3 (S)-2-Phenylpropionic acid 
• 62393-68-4 (2S)-(+)-2-cyclohexyl-1-propanal 
• 181268-49-5 S-Phenyl-S-((E)-1-trimethylsilyl-2-cyclohexylethenyl)-N-(toluene-p-sulfonyl)sulfoximine 
• 13865-50-4 methoxymethyl phenyl sulfide 

Downstream Products

• 5442-00-2 (S)-2-cyclohexylpropan-1-ol 
• 74609-12-4 (2R,4S,5R,6S)-6-Cyclohexyl-5-hydroxy-4-methyl-2-phenyl-2-trimethylsilanyloxy-heptan-3-one 
• 74609-16-8 (2R,4R,5S,6S)-6-Cyclohexyl-5-hydroxy-4-methyl-2-phenyl-2-trimethylsilanyloxy-heptan-3-one 
• 74562-55-3 (2S,4S,5R,6S)-6-Cyclohexyl-5-hydroxy-4-methyl-2-phenyl-2-trimethylsilanyloxy-heptan-3-one 
• 74609-15-7 (2S,4R,5S,6S)-6-Cyclohexyl-5-hydroxy-4-methyl-2-phenyl-2-trimethylsilanyloxy-heptan-3-one 
• 74562-56-4 (4S,5R,6S)-6-Cyclohexyl-5-hydroxy-2,4-dimethyl-2-trimethylsilanyloxy-heptan-3-one 
• 74609-17-9 (4R,5S,6S)-6-Cyclohexyl-5-hydroxy-2,4-dimethyl-2-trimethylsilanyloxy-heptan-3-one 
• 62393-68-4 (2S)-(+)-2-cyclohexyl-1-propanal 
• 2511-00-4 ethyl (S)-2-cyclohexylpropanoate 

Relevant academic research and scientific papers

COMPOUNDS USEFUL AS MODULATORS OF TRPM8

The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formulae (Ia), (Ib) and (Ic), and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.

Stereoselective addition of organometallic reagents to N-(tosyl)vinylsulfoximines

Treatment of N-(toluene-p-sulfonyl)vinylsulfoximines 3 with methyllithium at -78°C, followed by addition of chlorotrimethylsilane, results in the efficient formation of α-silyl vinylsulfoximines 6 in good to excellent yield. Nucleophilic addition of a range of simple alkyl and aryl organometallics (lithium, copper-lithium and Grignard reagents) occurs in variable yield to give the Michael adducts 8 with organolithium reagents most effective. The degree of stereoselectivity of each of the addition reactions was determined by 1H NMR of the desilylated products 9, and proved to be synthetically useful for compounds in which the starting α-silylvinylsulfoximines were branched at the γ-position, and also when phenylhthium was used as the nucleophile. The sense of stereoselectivity was determined in two cases by X-ray crystal structure analyses (of 9e and 9i). A one-pot process for the conversion of α-silylvinylsulfoximines 6 to α-substituted carboxylic acids 11 was developed, using an in situ phenylselenation-oxidation process following the initial conjugate addition. Use of enantiomerically pure starting materials allowed the assignment of configuration of two carboxylic acids (13e and 13h) by comparison with literature data, and hence indirectly of the relative stereochemistry of the initial Michael adducts 9e and 9h.

Chiral Synthesis via Organoboranes. 30. Facile Synthesis, by the Matteson Asymmetric Homologation Procedure, of α-Methyl Boronic Acids Not Available from Asymmetric Hydroboration and Their Conversion into the Corresponding Aldehydes, Ketones, Carboxylic Acids, and Amines of High Enan...

2-(α-Methylalkyl)- or 2-(α-arylethyl)-1,3,2-dioxaborinanes, RMeHC*BO2(CH2)3 (R = alkyl or aryl), of very high enantiomeric purity, not available from asymmetric hydroboration, can be prepared by the Matteson asymmetric homologation procedure of optically pure pinanediol or 2,3-butanediol boronate esters with (dichloromethyl)lithium, LiCHCl2, conveniently generated in situ in THF at -78 deg C, followed by reaction with either a Grignard reagent or an alkyllithium, with subsequent removal of the chiral auxiliaries. α-Methyl boronic esters thus obtained are readily converted into the corresponding aldehydes by the reaction with lithium (MPML) and mercuric chloride, followed by oxidation with hydrogen peroxide in a pH 8 buffer medium.The two-phase aqueous chromic acid procedure can be used to oxidize these aldehydes to the corresponding α-methyl carboxylic acids of very high enantiomeric purity without significant racemization.Additionally, pinanediol or 2,3-butanediol α-methylorganylboronate esters can be conveniently converted into borinic ester derivatives, RMeHC*BMe(OMe), of very high enantiomeric purity by reaction with methyllithium, followed by treatment with methanolic hydrogen chloride and subsequent recovery of the valuable chiral auxiliaries.These borinic ester derivatives are converted into α-methyl ketones and α-methyl primary amines of known absolute configuration by the α,α-dichloromethyl methyl ether (DCME) reaction and the reaction with hydroxylamine-O-sulfonic acid, respectively.The present synthesis of chiral 2-organyl-1,3,2-dioxaborinanes by the Matteson route, together with our direct asymmetric hydroboration procedure, makes it possible to synthesize many chiral boronic acid derivatives in very high enantiomeric purities.These complementary procedures greatly expand the scope of asymmetric synthesis via chiral organoboranes.