13205-46-4

Usage

Uses

Used in Pharmaceutical Industry:
4-Isopropoxybenzoic acid is used as a chemical intermediate for the synthesis of pharmaceutical compounds. Specifically, it is utilized in the preparation of 5-(4-isopropoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine, which is achieved through a reaction with N-phenylhydrazinecarbothioamide in the presence of phosphorus oxychloride. This synthesized compound may have potential applications in the development of new drugs or therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-Isopropoxybenzoic acid serves as a versatile building block for the creation of various organic compounds. Its reactivity and functional groups make it suitable for use in the synthesis of a wide range of products, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
4-Isopropoxybenzoic acid is also used in research and development settings, where it can be employed to study the properties and reactions of related compounds. Its unique structure and reactivity make it a valuable tool for understanding the behavior of similar organic compounds and for developing new synthetic methods and techniques.

InChI:InChI=1/C10H12O3/c1-7(2)13-9-5-3-8(4-6-9)10(11)12/h3-7H,1-2H3,(H,11,12)/p-1

Upstream product

• 35826-59-6 methyl 4-isopropoxybenzoate 
• 122488-52-2 ethyl 4-isopropoxybenzoate 
• 858834-55-6 1-(4-isopropoxy-phenyl)-3-phenyl-propane-1,3-dione 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 75-26-3 isopropyl bromide 
• 56-23-5 tetrachloromethane 
• 187737-37-7 propene 
• 7637-07-2 boron trifluoride 
• 99-96-7 4-hydroxy-benzoic acid 
• 75-30-9 2-iodo-propane 
• 82657-71-4 (4-isopropoxyphenyl)methanol 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 67-63-0 isopropyl alcohol 
• 15719-64-9 methylammonium carbonate 

Downstream Products

• 67032-12-6 4-isopropoxy-benzoic acid-[3-(2-methyl-piperidino)-propylester]; hydrochloride 
• 36823-82-2 4-isopropoxybenzoyl chloride 
• 156629-52-6 4-isopropoxy-3-nitrobenzoic acid 
• 27906-51-0 C₂₇H₃₈N₂O₄ 
• 161070-01-5 4-isopropoxy-3-isopropyl-benzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 957793-60-1 4-[5-(4-isopropoxy-phenyl)-[1,2,4]oxadiazol-3-yl]-phenyl-methanol 
• 947303-99-3 C₂₇H₃₅FN₂O₄ 
• 947304-00-9 C₂₇H₃₅ClN₂O₄ 
• 947304-05-4 C₂₆H₃₃ClN₂O₄ 
• 500576-90-9 ethyl 3-(3,4-dimethoxyphenyl)-2-<[4-(isopropyloxy)-phenyl]carbonylamino>propionate 
• 82657-71-4 (4-isopropoxyphenyl)methanol 
• 90873-17-9 4-isopropoxybenzohydrazide 
• 213598-07-3 3-chloro-4-isopropoxy-benzoic acid 

Relevant academic research and scientific papers

Polymer-Supported Mitsunobu Ether Formation and its Use in Combinatorial Chemistry

Aromatic hydroxy acids have been attached to a polymeric solid support and the phenolic hydroxy groups have been reacted with a variety of primary and secondary alcohols under the conditions of the Mitsunobu reaction (triphenylphosphine and diethyl azodicarboxylate) in tetrahydrofuran.In most cases the reaction provided a nearly quantitative yield of alkyl aryl ethers, as determined after cleaving theproduct from the resin.To demonstrate that the polymer-supported Mitsunobu reaction is useful for combinatorial library synthesis, we synthesized a number of model compounds and a simple three randomization step library composed of 4,200 different compounds.

S1P1 AGONIST AND APPLICATION THEREOF

The present invention relates to a class of tricyclic compounds and an application thereof as a sphingosine 1-phosphate type 1 (S1P1) receptor agonist. The invention specifically relates to a compound represented by formula (II), and a tautomer and pharmaceutically acceptable salt of same.

Cleavage of Carboxylic Esters by Aluminum and Iodine

A one-pot procedure for deprotecting carboxylic esters under nonhydrolytic conditions is described. Typical alkyl carboxylates are readily deblocked to the carboxylic acids by the action of aluminum powder and iodine in anhydrous acetonitrile. Cleavage of lactones affords the corresponding ω-iodoalkylcarboxylic acids. Aryl acetylates undergo deacetylation with the participation of the neighboring group. This method enables the selective cleavage of alkyl carboxylic esters in the presence of aryl esters.

Novel domino synthesis of 2-(2,3.4-substituted phenyl) quinazolin-4-amine

Convenient domino protocol was developed for the synthesis of 2-arylquinazolin-4-amines by the reaction of N-(2-cyanophenyl) substituted benzimidoyl isothiocyanates with isopropyl amine. The major advantages of this protocol are short reaction times, mild conditions, simple work up, high yields, and pure products. The efficacy of this protocol owes to the competence of synthesis, pure isolation of imidoyl isothiocyanates, and the unique structure conformation of the corresponding intermediate thiourea derivatives.

Soluble/MOF-Supported Palladium Single Atoms Catalyze the Ligand-, Additive-, and Solvent-Free Aerobic Oxidation of Benzyl Alcohols to Benzoic Acids

Metal single-atom catalysts (SACs) promise great rewards in terms of metal atom efficiency. However, the requirement of particular conditions and supports for their synthesis, together with the need of solvents and additives for catalytic implementation, often precludes their use under industrially viable conditions. Here, we show that palladium single atoms are spontaneously formed after dissolving tiny amounts of palladium salts in neat benzyl alcohols, to catalyze their direct aerobic oxidation to benzoic acids without ligands, additives, or solvents. With this result in hand, the gram-scale preparation and stabilization of Pd SACs within the functional channels of a novel methyl-cysteine-based metal-organic framework (MOF) was accomplished, to give a robust and crystalline solid catalyst fully characterized with the help of single-crystal X-ray diffraction (SCXRD). These results illustrate the advantages of metal speciation in ligand-free homogeneous organic reactions and the translation into solid catalysts for potential industrial implementation.

COMPOUNDS FOR MODULATING AQUAPORINS

The invention relates to compounds of formula (I) pharmaceutical compositions thereof and methods for modulating aquaporin 9.

Discovery and development of an efficient, scalable, and robust route to the novel CENP-E inhibitor GSK923295A

The discovery and development of an efficient manufacturing route to the CENP-E inhibitor 3-chloro-N-{(1S)-2-[(N,N-dimethylglycyl)amino]-1-[(4-{8-[(1S)- 1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)methyl]ethyl} -4-[(1-methylethyl)oxy]benzamide (GSK923295A) is described. The existing route to GSK923295A was expensive, nonrobust, used nonideal reagents, and consistently struggled to deliver the API needed for clinical studies. The new synthesis commences from the readily available l-phenylalaninol, which is smoothly converted through to GSK923295A using key Friedel-Crafts acylation as well as selective acylation chemistries. Downstream chemistry to GSK923295A is both high yielding and robust, and the resulting process has been demonstrated first on the kilo scale and subsequently in the pilot plant where 55 kg was successfully prepared. The resulting process is simple, uses cheaper raw materials, is greener in that it avoids using aluminum, tin, and bromination chemistries, and obviates the need for chromatographic purification. Also discussed are the route derived impurities, how they were unambiguously prepared to confirm structure and processing amendments to control their formation, and enhancements to the new process to facilitate future processing.