21531-44-2

Basic information

• Product Name: Cyclohexanecarboxylic acid, 3-hydroxy-, (1R,3S)-
• Synonyms: Cyclohexanecarboxylic acid, 3-hydroxy-, (1R,3S)-;(1R,3S)-3-hydroxycyclohexane-1-carboxylic acid
• CAS NO: 21531-44-2
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.16838
• EINECS: -0
• Mol File: 21531-44-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 133-134.2 °C
• Boiling Point: 307.9±35.0 °C(Predicted)
• Appearance: /
• Density: 1.246±0.06 g/cm3(Predicted)
• PKA: 4.59±0.10(Predicted)
• CAS DataBase Reference: Cyclohexanecarboxylic acid, 3-hydroxy-, (1R,3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxylic acid, 3-hydroxy-, (1R,3S)-(21531-44-2)
• EPA Substance Registry System: Cyclohexanecarboxylic acid, 3-hydroxy-, (1R,3S)-(21531-44-2)

Safety Data

• Hazardous Substances Data: 21531-44-2(Hazardous Substances Data)

Usage

General Description

Cyclohexanecarboxylic acid, 3-hydroxy-, (1R,3S)- is a chiral compound with the molecular formula C7H12O3. It is also known as 3-Hydroxycyclohexanecarboxylic acid and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Cyclohexanecarboxylic acid, 3-hydroxy-, (1R,3S)- is a white, crystalline solid and is soluble in water. It is a naturally occurring compound found in certain plants, and it is also produced synthetically for various industrial applications. It is important to note that the (1R,3S) designation indicates the stereochemical configuration of the molecule's chiral centers. Overall, Cyclohexanecarboxylic acid, 3-hydroxy-, (1R,3S)- has important industrial applications and plays a role in various chemical synthesis processes.

Upstream product

• 21531-44-2 (+/-)-cis-3-hydroxycyclohexanecarboxylic acid 
• 99438-52-5 (1R,3S)-isopropyl 3-hydroxycyclohexane-1-carboxylate 
• 99407-62-2 (+/-)-isopropyl 3-oxocyclohexanecarboxylate 
• 99-06-9 3-Carboxyphenol 
• 19438-10-9 methyl 3-hydroxybenzoate 
• 101499-78-9 Bicyclo-<1.1.3>-heptanon-(6)-yl-(1)-ester der 6.6-Dihydroxy-bicyclo-<1.1.3>-heptan-carbonsaeure-(1) 
• 7732-18-5 water 
• 22605-65-8 cis-1,3-cyclohexanedicarbonyl chloride 
• 100378-67-4 Bicyclo-<1.1.3>-heptanon-(6)-carbonsaeure-(1) 
• 98490-87-0 Bicyclo-<1.1.3>-heptanon-(6)-carbonsaeure-(1)-chlorid 
• 53084-60-9 ethyl 3-aminocyclohexanecarboxylate 
• 20970-51-8 Thioacetic acid S-((1R,4R,5R)-7-oxo-6-oxa-bicyclo[3.2.1]oct-4-yl) ester 
• 19914-92-2 (+/-)-4-iodo-6-oxabicyclo[3.2.1]octan-7-one 
• 16636-51-4 3-aminocyclohexanecarboxylic acid 

Downstream Products

• 108299-87-2 (+/-)-trans-3-hydroxy-cyclohexanecarboxylic acid phenacyl ester 
• 21531-45-3 (1S)-cis-3-hydroxy-cyclohexanecarboxylic acid 
• 15753-48-7 (+/-)-cis-3-(hydroxymethyl)cyclohexanol 
• 108299-87-2 (+/-)-cis-3-hydroxy-cyclohexanecarboxylic acid phenacyl ester 
• 6125-56-0 (+/-)-methyl cis-3-hydroxycyclohexanecarboxylate 
• 115730-36-4 (1R,3R)-cis-1-amino-1,3-cyclohexanedicarboxylic acid 
• 115730-37-5 (1R,3S)-1-Amino-cyclohexane-1,3-dicarboxylic acid 
• 15753-48-7 (1R,3S)-3-(hydroxymethyl)cyclohexan-1-ol 
• 1071524-95-2 (1S)-cis-3-Hydroxymethyl-cyclohexanol 
• 6125-56-0 (3S)-3-hydroxycyclohexane-1-carboxylic acid methyl ester 
• 73873-53-7 (1R)-cis-3-methoxy-cyclohexanecarboxylic acid methyl ester 

Relevant articles and documents

Molecular Hybridization of Potent and Selective γ-Hydroxybutyric Acid (GHB) Ligands: Design, Synthesis, Binding Studies, and Molecular Modeling of Novel 3-Hydroxycyclopent-1-enecarboxylic Acid (HOCPCA) and trans-γ-Hydroxycrotonic Acid (T-HCA) Analogs

γ-Hydroxybutyric acid (GHB) is a neuroactive substance with specific high-affinity binding sites. To facilitate target identification and ligand optimization, we herein report a comprehensive structure-affinity relationship study for novel ligands targeting these binding sites. A molecular hybridization strategy was used based on the conformationally restricted 3-hydroxycyclopent-1-enecarboxylic acid (HOCPCA) and the linear GHB analog trans-4-hydroxycrotonic acid (T-HCA). In general, all structural modifications performed on HOCPCA led to reduced affinity. In contrast, introduction of diaromatic substituents into the 4-position of T-HCA led to high-affinity analogs (medium nanomolar Ki) for the GHB high-affinity binding sites as the most high-affinity analogs reported to date. The SAR data formed the basis for a three-dimensional pharmacophore model for GHB ligands, which identified molecular features important for high-affinity binding, with high predictive validity. These findings will be valuable in the further processes of both target characterization and ligand identification for the high-affinity GHB binding sites.

METHOD FOR THE PREPARATION OF ENANTIOMER FORMS OF CIS-CONFIGURED 3-HYDROXYCYCLOHEXANE CARBOXYLIC ACID DERIVATIVES USING HYDROLASES

The present invention relates to a process for preparing chiral non-racemic cis-configured cyclohexanols or cyclohexanol derivatives of the formula (I) Cis-configured hydroxyl-cyclohexane carboxylic acid derivatives of formula (I) are central building blo

Enzymatic in vitro Reduction of Ketones. Part 13. Horse Liver Alcohol Dehydrogenase (HLAD) as a Tool for the Synthesis of Enantiomerically Pure Alkyl 3-oxo- and 3-hydroxycyclohexanecarboxylates.

Enantiomerically pure alkyl 3-oxocyclohexanecarboxylates and the corresponding alcohols have been prepared using HLAD as a suitable catalyst.Kinetic and thermodynamic parameters for the enzymatic reductions are given.The enantiomeric purity and the absolute configuration of the reaction products are determined.The alcohol moiety (methyl, isopropyl or pentyl) of the ester group influences both the steric course and the kinetics of the reduction.Side reactions of the substrate with the reaction medium can be avoided by an appropriate choice of the reaction conditions.