7077-05-6

Basic information

• Product Name: trans-4-Isopropylcyclohexane carboxylic acid
• Synonyms: HEXAHYDROCUMIC ACID;TRANS-4-ISOPROPYLCYCLOHEXANECARBOXYLIC ACID;TRANS-4-(1-METHYLETHYL)CYCLOHEXANE CARBOXYLIC ACID;trans-4-Isopropyl Cyclohexyl Carboxylic Acid;(1α,4β)-4-(1-Methylethyl)cyclohexanecarboxylic acid;trans-p-Menthan-7-oic acid;trans-4-Isopropylcyclohexanecarboxylic;4-propan-2-ylcyclohexane-1-carboxylic acid
• CAS NO: 7077-05-6
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25
• EINECS: 230-375-8
• Product Categories: chiral;NATEGLINIDE;4-Substituted Cyclohexanecarboxylic Acids
• Mol File: 7077-05-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 95 °C
• Boiling Point: 263.8 °C at 760 mmHg
• Flash Point: 126.9 °C
• Appearance: White crystalline powder
• Density: 0.996 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.91±0.10(Predicted)
• CAS DataBase Reference: trans-4-Isopropylcyclohexane carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: trans-4-Isopropylcyclohexane carboxylic acid(7077-05-6)
• EPA Substance Registry System: trans-4-Isopropylcyclohexane carboxylic acid(7077-05-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• Hazardous Substances Data: 7077-05-6(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 7077-05-6 differently. You can refer to the following data:
1. trans-4-Isopropylcyclohexane carboxylic acid is an intermediate used in the process for the preparation of Nateglinide (N379375), a novel D-phenylalanine-derivative hypoglycemic agent.
2. trans-4-Isopropylcyclohexanecarboxylic acid is an intermediate used in the process for the preparation of Nateglinide (N379375), a novel D-phenylalanine-derivative hypoglycemic agent. Nateglinide USP Related Compound A.

InChI:InChI=1/C10H18O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h7-9H,3-6H2,1-2H3,(H,11,12)

Upstream product

• 536-66-3 p-isopropylbenzoic acid 
• 135355-08-7 (4S)-phellandric acid 
• 175284-00-1 p-menthan-7-oic acid methyl ester 
• 623-11-0 1-methyl-4-nitrosobenzene 

Downstream Products

• 13828-36-9 Methyl trans-4-isopropylcyclohexanecarboxylate 
• 107628-01-3 trans-p-menthanoic acid-⁽⁷⁾-(4-bromo-phenacyl ester) 
• 681448-30-6 trans-p-menthanoic acid-⁽⁷⁾-amide 
• 958230-63-2 N-[(trans-4-Isopropylcyclohexyl)carbonyl]-L-phenylalanine methyl ester 
• 594837-85-1 C₁₉H₂₆NO₃^(1-)*Na⁽¹⁺⁾ 
• 183997-00-4 trans-4-isopropylcyclohexylcarboxylic acid N-hydroxysuccinimide ester 
• 105746-47-2 N-<(trans-4-Isopropylcyclohexyl)carbonyl>-D-phenylalanine methyl ester 
• 84855-82-3 trans-1-acetyl-4-isopropylcyclohexane 

Relevant articles and documents

Electrocatalytic hydrogenation of benzoic acids in a proton-exchange membrane reactor

The highly efficient chemoselective electrocatalytic hydrogenation of benzoic acids (BAs) to cyclohexanecarboxylic acids (CCAs) was carried out in a proton-exchange membrane reactor under mild conditions without hydrogenation of the carboxyl group. Among the investigated catalysts, the PtRu alloy catalyst was found to be the most suitable for achieving high current efficiencies for production of CCAs. An electrochemical spillover mechanism on the PtRu alloy catalyst was also proposed.

Epimerization of 2- or 4- substituted cyclohexanecarboxylic acids

The present invention relates to a new method for obtaining a purity of about 93% to 100% of the trans form of 2- or 4-substituted cyclohexanecarboxylic acid or reactive derivatives thereof from the cis form or a mixture of the cis and trans forms by a single step, particularly, to a method for obtaining a purity of substantially 100% of the trans form of 4-substituted cyclohexanecarboxylic acid.

N-(Cyclohexylcarbonyl)-D-phenylalanines and related compounds. A new class of oral hypoglycemic agents. 2

A series of analogues of N-(cyclohexylcarbonyl)-D-phenylalanine (5) have been synthesized and evaluated for their hypoglycemic activity. Relationships were studied between the activity and the three-dimensional structure of the acyl moiety, which was characterized by high-resolution 1H NMR spectroscopy and MNDO calculations. The role of the carboxyl group of the phenylalanine moiety was also studied by comparing the activities of the enantiomers, the decarboxyl derivative, the esters, and the amides of the phenylalanine derivatives. Thus, the structural requirements for possessing hypoglycemic activity was elucidated and a highly active compound, N-[(trans-4-isopropylcyclohexyl)carbonyl]-D-phenylalanine (13) was obtained, which showed a 20% blood glucose decrease at an oral dose of 1.6 mg/kg in fasted normal mice.