10408-29-4

Usage

Uses

Used in Pharmaceutical Industry:
(+-)-O-METHOXYMANDELIC ACIDDICYCLOHEXYL AMMONIUM is used as a pharmaceutical agent for its antibacterial and anti-inflammatory properties, making it suitable for the treatment of various medical conditions.
Used in Organic Synthesis:
In the field of organic synthesis, (+-)-O-METHOXYMANDELIC ACIDDICYCLOHEXYL AMMONIUM is used as a phase-transfer catalyst, facilitating reactions that would otherwise be difficult to achieve, and enhancing the efficiency of the synthesis process.
Used in Drug Development:
The potential synergistic effects of the combined mandelic acid and dicyclohexyl ammonium properties may be utilized in drug development, where the compound could be further explored for its therapeutic potential in treating specific diseases or conditions.
Used in Antimicrobial Applications:
Given its antibacterial properties, (+-)-O-METHOXYMANDELIC ACIDDICYCLOHEXYL AMMONIUM can be used as an antimicrobial agent in various applications, such as in the development of new antibiotics or as a component in disinfectants and sanitizers.

InChI:InChI=1/C9H10O4/c1-13-7-5-3-2-4-6(7)8(10)9(11)12/h2-5,8,10H,1H3,(H,11,12)

Upstream product

• 121985-99-7 2-hydroxy-2-(2-methoxyphenyl)acetonitrile 
• 67-66-3 chloroform 
• 135-02-4 ortho-anisaldehyde 
• 75-25-2 Bromoform 
• 579-74-8 2-Methoxyacetophenone 
• 26767-06-6 2-(2-methoxyphenyl)-2-oxoacetic acid 

Downstream Products

• 135-02-4 ortho-anisaldehyde 
• 41024-43-5 ethyl α-hydroxy-α-(o-methoxyphenyl)acetate 
• 579-75-9 2-Methoxybenzoic acid 
• 99552-78-0 methyl 2-bromo-2-(2-methoxyphenyl)acetate 
• 3609-39-0 azido-(2-methoxy-phenyl)-acetic acid 
• 3381-70-2 6β-[(Ξ)-2-amino-2-(2-methoxy-phenyl)-acetylamino]-penicillanic acid 
• 757877-58-0 6β-[(Ξ)-2-azido-2-(2-methoxy-phenyl)-acetylamino]-penicillanic acid 
• 1111730-44-9 2(S)-N-(3,4-dimethoxy-phenyl)-2-hydroxy-2-(2-methoxy-phenyl)-N-[2-(4-trifluoromethyl-phenyl)-ethyl]-acetamide 
• 1476804-82-6 C₂₃H₁₈N₂O₃ 
• 26767-06-6 2-(2-methoxyphenyl)-2-oxoacetic acid 
• 1476803-99-2 C₂₃H₂₀N₂O₄ 
• 1965-19-1 2-(2-methoxyphenyl)-4,5-diphenyl-1H-imidazole 
• 21165-11-7 methyl (+/-)-α-hydroxy-α-(2-methoxyphenyl)acetate 

Relevant academic research and scientific papers

Relationships between the racemic structures of substituted mandelic acids containing 8- and 10-membered hydrogen bonded dimer rings

The structures of 27 monosubstituted mandelic acids, including several of their polymorphs, plus unsubstituted mandelic acid itself (two polymorphs) are investigated for structural similarity. The results, presented pictorially as a structural relationship plot, show that rather more structures are built up from the carboxyl-chain hydroxyl hydrogen bonded dimer than from the conventional carboxylic acid dimer. The results show how all the structures are related and, based on the two types of dimer, the degree of similarity that they possess. Some structures with Z′ > 1 contain both sorts of dimers and there are many examples of isostructural sets within the structures so far determined. We also present an example where analysing similarity in related families of structures highlights a structure that should be present and which has indeed then proceeded to be synthesised and determined.

The Synthesis of Chiral α-Aryl α-Hydroxy Carboxylic Acids via RuPHOX-Ru Catalyzed Asymmetric Hydrogenation

A ruthenocenyl phosphino-oxazoline-ruthenium complex (RuPHOX?Ru) catalyzed asymmetric hydrogenation of α-aryl keto acids has been successfully developed, affording the corresponding chiral α-aryl α-hydroxy carboxylic acids in high yields and with up to 97% ee. The reaction could be performed on a gram scale with a relatively low catalyst loading (up to 5000 S/C) and the resulting products can be transformed to several chiral building blocks, biologically active compounds and chiral drugs. (Figure presented.).

The preparation of various new heterocyclic compounds via cyclization of substituted derivatives of phenacyl esters of hydrazonoacetic acid

A procedure for the preparation of derivatives of phenacyl hydrazonopropanoates and their application in the synthesis of various heterocycles has been developed. Not only is the preparation of indole derivatives described, but also a new method for the preparation of previously unknown pyridazine derivatives.

A rapid and green approach to chiral α-hydroxy esters: asymmetric transfer hydrogenation (ATH) of α-keto esters in water by use of surfactants

A series of α-hydroxy esters were rapidly prepared (1.5 h) from α-keto esters via asymmetric transfer hydrogenation (ATH) in water by the use of surfactants for the first time. This green method, catalyzed by a water-soluble and recyclable Ru(II) complex, gave moderate to high enantioselectivities (up to 99.7% ee) with DTAB as an additive and HCOONa as the hydrogen source.

CeCl3·7H2O: An effective additive in ru-catalyzed enantioselective hydrogenation of aromatic α-ketoesters

(Chemical Equation Presented) In the presence of catalytic amounts of CeCl3·7H2O, [RuCl(benzene)(S)-SunPhos]Cl is a highly effective catalyst for the asymmetric hydrogenation of aromatic α-ketoesters. A variety of ethyl α-hydroxy-α-arylacetates have been prepared in up to 98.3% ee with a TON up to 10 000. Challenging aromatic α-ketoesters with ortho substituents are also hydrogenated with high enantioselectivities. The addition of CeCl3·7H2O not only improves the enantioselectivity but also enhances the stability of the catalyst. The ratio of CeCl3·7H2O to [RuCl(benzene)(S)-SunPhos]Cl plays an important role in the hydrogenation reaction with a large substrate/catalyst ratio.

Selective ET(A) antagonists. 5. Discovery and structure-activity relationships of phenoxyphenylacetic acid derivatives

The fifth paper in this series describes the culmination of our investigations into the development of a potent and selective ETA receptor antagonist for the treatment of diseases mediated by ET-1. Receptor site mapping of several ETA antagonists prepared previously identified a common cationic binding site which prompted synthesis of phenoxyphenylacetic acid derivative 13a, which showed good in vitro activity (IC50 59 nM, rat aortic ET(A)). Optimization of 13a led to the identification of 27b, which exhibited an IC50 of 4 nM. Although this did not translate into the expected in vivo potency, a compound of comparable in vitro activity, 27a (RPR118031A), showed a far better pharmacokinetic profile and in vivo potency (75 μmol/kg) and was duly proposed and accepted as a development candidate.

Synthesis of Chiral α-Aryl-α-Hydroxyacetic Acids: Substituent Effects in Pig Liver Acetone Powder (PLAP) Induced Enantioselective Hydrolysis

Pig liver acetone powder (PLAP) catalyzed hydrolysis of alkyl α-acetoxy-α-arylacetates produces alkyl (S)-α-aryl-α-hydroxyacetates in 23-80percent enantiomeric purities.Enantioselectivity is dependent on the ester group of O-acetylmandelates.Substitution on the aromatic ring results in inferior selectivities.Only acetate group is hydrolyzed by PLAP while the ester functionality is found to be completely intact.

The synthesis of benzofuroquinolines. IX. A benzofuroisoquinolinone and a benzofuroisocoumarin

Some procedures for a benzofuroisoquinolinone 1 were studied. Its O-analogous benzofuroisocoumarin 2 was synthesized from methyl salicylate with diethyl α-bromohomophthalate (9). And, the benzofuroisoquinolinone 1 was obtained by treating 2 with ammonia gas in a sealed tube.

7-α-Amino-substituted acylamino-3-(1-carboxymethyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acids

Certain 7-acylamido-3-(1-carboxy-loweralkyl-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acids and their salts and easily hydrolyzed esters of the 4-carboxyl group were synthesized and found to be potent antibacterial agents which exhibited good aqueous solubility. In a preferred embodiment the 7-substituent was 2'-aminomethylphenylacetamido.

7-(D-α-Hydroxy-2-arylacetamido)-3-(2-carboxyalkyl-2,3-dihydro-s-triazolo-[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic acids and derivatives

7-(D-α-Hydroxy-2-arylacetamido)-3-(2-carboxyalkyl-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic acids and derivatives containing blocking groups on the α-hydroxy group and their nontoxic, pharmaceutically acceptable salts are valuable as antibacterial agents and are particularly valuable as therapeutic agents in poultry and in animals, including man, in the treatment of infectious diseases caused by many Gram-positive and Gram-negative bacteria. A preferred compound is 7-(D-mandelamido)-3-(2-carboxyalkyl-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic acid.