50583-51-2

Basic information

• Product Name: Di-p-anisoyl-L-tartaric acid
• Synonyms: (-)-Di-p-anisoyl-L-tartaric Acid≥99% by GC;Di-p-methoxybenzoyl-L-tartaric Acid,99%e.e.;L-(-)-TARTARIC ACID DIANISOYL ESTER;(-)-BIS(4-METHOXYBENZOYL)-L-TARTARIC ACID;(-)-DI-P-ANISOYL-L-TARTARIC ACID;DI-P-ANISOYL-L-TARTARIC ACID;DIBENZOYL-(-)-P-METHOXY-L-TARTARIC ACID;L-DATA
• CAS NO: 50583-51-2
• Molecular Formula: C₂₀H₁₈O₁₀
• Molecular Weight: 418.35
• EINECS: 1592732-453-0
• Product Categories: chiral;API intermediates;Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;CHIRAL CHEMICALS;Hydroxy Acids & Deriv.
• Mol File: 50583-51-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 193-195°C
• Boiling Point: 681.554 °C at 760 mmHg
• Flash Point: 241.638 °C
• Appearance: white to light yellow crystal powder
• Density: 1.408 g/cm³
• Refractive Index: -168 ° (C=1, EtOH)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• PKA: 1.48±0.25(Predicted)
• CAS DataBase Reference: Di-p-anisoyl-L-tartaric acid(CAS DataBase Reference)
• NIST Chemistry Reference: Di-p-anisoyl-L-tartaric acid(50583-51-2)
• EPA Substance Registry System: Di-p-anisoyl-L-tartaric acid(50583-51-2)

Safety Data

• Hazardous Substances Data: 50583-51-2(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Upstream product

• 243640-21-3 C₂₀H₁₆O₉ 
• 869749-10-0 (R)-α-(2,3-dimethoxyphenyl)-4-piperidinemethanol, (2R,3R)-(-)-di-(p-anisoyl)tartaric acid salt 
• 87-69-4 L-Tartaric acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 869749-06-4 (S)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt 
• 243640-20-2 (R)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt 
• 147-71-7 D-tartaric acid 

Downstream Products

• 243640-20-2 (R)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt 
• 869749-06-4 (S)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol, (2S,3S)-(+)-di-(p-anisoyl)-tartaric acid salt 
• 869749-10-0 (R)-α-(2,3-dimethoxyphenyl)-4-piperidinemethanol, (2R,3R)-(-)-di-(p-anisoyl)tartaric acid salt 
• 1296016-83-5 imatinib di-p-anisoyl-D-tartrate 
• 1315329-94-2 C₁₉H₁₇NO₆ 
• 1315329-81-7 (3R,4R)-N-benzyl-3,4-bis(4-methoxybenzoyloxy)pyrrolidine-2,5-dione 
• 1315329-79-3 (3R,4R)-N-phenyl-3,4-bis(4-methoxybenzoyloxy)pyrrolidine-2,5-dione 
• 1315329-90-8 C₁₅H₁₇NO₆ 
• 1315329-77-1 (3R,4R)-N-isopropyl-3,4-bis(4-methoxybenzoyloxy)pyrrolidine-2,5-dione 
• 36725-28-7 OR-1855 
• 1260774-44-4 (-)-6-(4-aminophenyl)-4,5-dihydro-5-methyl-3-(2H)-pyridazinone di-p-anisoyl-D-tartrate 
• 101328-84-1 (5S)-6-(4-aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one 
• 1260774-47-7 (+)-6-(4-aminophenyl)-4,5-dihydro-5-methyl-3-(2H)-pyridazinone di-p-anisoyl-L-tartrate 

Relevant articles and documents

Preparation method of di-p-methoxybenzoyl tartaric acid

The invention relates to a preparation method of di-p-methoxybenzoyl tartaric acid. The method comprises the following steps: 1) adding tartaric acid and methoxybenzoyl chloride into a reaction bottleat room temperature, adding a reaction solvent, a chlorination reagent and a catalyst to react, heating for reflux after anhydride is generated after the reaction is completed, cooling to 50-55 DEG C, adding a hydrolysis solvent and water, heating to 80-85 DEG C, and reacting for 0.5-3.5 hours; adding a crystallization solvent, cooling to 65-70 DEG C, adding a seed crystal, slowly cooling to 40-55 DEG C, carrying out a crystallization reaction, cooling, carrying out suction filtration, leaching, and drying to obtain the product. The method provided by the invention has the advantages of simple process flow, less equipment investment, one-pot operation, low labor intensity, product purity of 99% or more, and molar yield of 95% or more.

PROCESSES FOR THE RECOVERY OF OPTICALLY ACTIVE DIACYLTARTATIC ACIDS

When a salt of an amine and an optically active diacyltartaric acid, or a diastereomer salt of an optically active amine and an optically active diacyltartaric acid, obtained by optically resolving a racemic amine using the optically active diacyltartaric acid, is salt-exchanged with an acid aqueous solution, the optically active diacyltartaric acid is added in the acid aqueous solution beforehand. Furthermore, a raw material containing a racemic amine and an optically active diacyltartaric acid is optically resolved, and the diastereomer salt of the optically active amine and the optically active diacyltartaric acid respectively of one isomer type, is separated. The obtained diastereomer salt is dissociated using an acid aqueous solution containing the optically active diacyltartaric acid, for recovering the optically active diacyltartaric acid, and the obtained' optically active diacyltartaric acid is recycled into an optical resolution step as a raw material of the optical resolution step.

Novel processes for the preparation or (R)-alpha-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

The present invention provides various processes for the preparation of (R)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol. These processes may be characterized by the following scheme: