(2R,3R)-2,3-bis((4-methylbenzoyl)oxy)succinate, CAS No. 32634-66-5

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32634-66-5

Catalog No. EBD1546231

CAS 32634-66-5

Name (2R,3R)-2,3-bis((4-methylbenzoyl)oxy)succinate

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Basic Information

Synonyms: (-)-Di-p-toluoyl-L-tartaricacid (-)-Di-p-toluoyl-(L)-tartaricacidmonohydrateanhydrous (-)-DI-O,O'-p-TOLUYL-L-TARTARICACID Di-p-toluoyl-L-Tartaricacid L-DTTA (2R,3R)-2,3-bis{[(4-methylphenyl)carbonyl]oxy}butanedioicacid (2R,3R)-2,3-bis{[(4-methylphenyl)carbonyl]oxy}butanedioate 2,3-dihydroxy-2,3-bis(4-methylbenzoyl)butanedioicacid (-)-Di-p-toluoyl-L-tartaricacid(Anhydrous) (-)-O,O'-Di-p-toluyl-L-tartaricacid DTTA,L- (2R,3R)-(-)-O,O'-di(p-toluoyl)tartaricacid (2R,3R)-(-)-di-O-(p-toluoyl)-tartaricacid

Molecular Formula: C20H18O8

Molecular Weight: 386.35

MDL Number: MFCD00064440

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Chiral Auxiliaries and Resolution Reagents

Product Description:

(2R,3R)-2,3-bis((4-methylbenzoyl)oxy)succinate, commonly known as L-Di-p-toluoyl tartaric acid, is a chiral derivative of tartaric acid. It features two 4-methylbenzoyl (p-toluoyl) ester groups attached to the succinate backbone, providing a rigid, optically active structure. This compound is primarily utilized as a chiral resolving agent in the pharmaceutical industry for the optical resolution of racemic amines, amino alcohols, and other basic compounds. Its high enantiomeric purity and strong acidic character enable efficient diastereomeric salt formation, facilitating the isolation of single enantiomers crucial for drug development. Additionally, it serves as a versatile chiral building block in asymmetric synthesis, particularly for constructing complex molecules with defined stereochemistry. The compound is stable under standard storage conditions and is typically handled as a white crystalline powder.

Physical Properties

Melting Point: 169-171 °C(lit.)

Boiling Point: 626.5 °C at 760 mmHg

Flash Point: 223.2 °C

Density: 1.371 g/cm3

Solubility: soluble

Refractivity: -139 ° (C=1, EtOH)