3451-36-3

Basic information

• Product Name: (R)-2-Cyclohexyl-propionic acid
• Synonyms: (R)-2-Cyclohexyl-propionic acid;(R)-2-Cyclohexylpropanoic acid
• CAS NO: 3451-36-3
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22214
• Mol File: 3451-36-3.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (R)-2-Cyclohexyl-propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Cyclohexyl-propionic acid(3451-36-3)
• EPA Substance Registry System: (R)-2-Cyclohexyl-propionic acid(3451-36-3)

Safety Data

• Hazardous Substances Data: 3451-36-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-2-Cyclohexyl-propionic acid is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of drugs with specific chiral properties.
Used in Agrochemical Industry:
(R)-2-Cyclohexyl-propionic acid is used as an intermediate in the synthesis of agrochemicals, aiding in the creation of compounds with targeted biological activities in agricultural applications.
Used in Asymmetric Synthesis:
(R)-2-Cyclohexyl-propionic acid is used as a chiral auxiliary in asymmetric synthesis, enabling the production of enantiomerically pure compounds, which is crucial for the effectiveness and safety of many pharmaceuticals and agrochemicals.
Used in Resolving Racemic Mixtures:
(R)-2-Cyclohexyl-propionic acid is used as a resolving agent for racemic mixtures, helping to separate enantiomers and obtain the desired chiral compound for specific applications.
Used in Drug Development:
(R)-2-Cyclohexyl-propionic acid is used in the development of new drugs, particularly in the production of anti-inflammatory and analgesic agents, due to its potential to enhance the therapeutic effects of these medications.
Used in Material and Flavor Development:
(R)-2-Cyclohexyl-propionic acid is used in the development of new materials and flavors, leveraging its unique chemical properties to create novel products with specific characteristics.

Upstream product

• 7782-26-5 (R)-2-Phenylpropionic acid 
• 570368-22-8 [(1R,2E)-1-methyl-2-heptenyl]cyclohexane 
• 217321-16-9 (1S,4R)-2-[(R)-2-Cyclohexyl-prop-(E)-ylidene]-1-isopropyl-4-methyl-cyclohexane 
• 23860-35-7 cyclohexylacetic acid chloride 
• 378185-92-3 (4R)-4-Benzyl-3-(2-cyclohexylacetyl)-1,3-oxazolan-2-one 
• 62393-67-3 (R)-2-Cyclohexyl-propionaldehyde 
• 181268-49-5 S-Phenyl-S-((E)-1-trimethylsilyl-2-cyclohexylethenyl)-N-(toluene-p-sulfonyl)sulfoximine 

Downstream Products

• 116505-07-8 (R)-2-cyclohexyl-propionic acid-chloride 
• 62393-67-3 (R)-2-Cyclohexyl-propionaldehyde 
• 74609-13-5 (2S,4R,5S,6R)-6-Cyclohexyl-5-hydroxy-4-methyl-2-phenyl-2-trimethylsilanyloxy-heptan-3-one 
• 74609-18-0 (2S,4S,5R,6R)-6-Cyclohexyl-5-hydroxy-4-methyl-2-phenyl-2-trimethylsilanyloxy-heptan-3-one 
• 74609-14-6 (2R,4R,5S,6R)-6-Cyclohexyl-5-hydroxy-4-methyl-2-phenyl-2-trimethylsilanyloxy-heptan-3-one 
• 74609-19-1 (2R,4S,5R,6R)-6-Cyclohexyl-5-hydroxy-4-methyl-2-phenyl-2-trimethylsilanyloxy-heptan-3-one 
• 53154-02-2 (R)-2-cyclohexyl-propionic acid nitrile 
• 28523-32-2 (R)-2-cyclohexyl-propionic acid amide 

Relevant articles and documents

Copper-Catalyzed γ-Selective and Stereospecific Allylic Cross-Coupling with Secondary Alkylboranes

The scope of the copper-catalyzed coupling reactions between organoboron compounds and allylic phosphates is expanded significantly by employing triphenylphosphine as a ligand for copper, allowing the use of secondary alkylboron compounds. The reaction proceeds with complete γ-E-selectivity and preferential 1,3-syn stereoselectivity. The reaction of γ-silicon-substituted allylic phosphates affords enantioenriched α-stereogenic allylsilanes.

SELECTIVE FKBP51 LIGANDS FOR TREATMENT OF PSYCHIATRIC DISORDERS

The present invention relates to compounds of the general formula (I) having a selective FKBP51 ligand scaffold, pharmaceutically acceptable salts of these compounds and pharmaceutical compositions containing at least one of these compounds together with

Highly stereoselective anti SN2′ substitutions of (Z)-allylic pentafluorobenzoates with polyfunctionalized zinc-copper reagents

(Matrix presented) Allylic substitution reactions of zinc-copper organometallics on (Z)-allylic pentafluorobenzoates proceed with very high regioselectivity and excellent anti selectivity. The high fidelity in transfer of stereochemical information allowed a short synthesis of (+)-ibuprofen (97% ee).

Chiral α-substituted carbonyls and alcohols from the S(N)2' displacement of cuprates on chiral carbonates: An alternative to the alkylation of chiral enolates

A highly stereoselective sequence of reactions, based on the anti-selective S(N)2' addition of cuprates to allylic carbonates, transforms alkynes or alkenyl halides into carbonyls having α-chiral centers. The method, which uses menthone as a chiral auxiliary, is a useful alternative to the alkylation of chiral enolates with the added advantage of allowing for the 'alkylation' of sec- and tert-alkyl and aryl groups.

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.

Absolute Configurations of α-Substituted Glycidates. (-)-(R)-Ethyl 2-Methyl-1-oxaspirooctane-2-carboxylate and (-)-(R)-Ethyl 2,3-Dimethyl-2,3-epoxybutanoate

The absolute configurations of the title compounds were determined by chemical correlation and by asymmetric syntheses.