36624-61-0

Usage

Uses

Used in Chemical Industry:
(-)-O,O'-DIBENZOYL-L-TARTARIC ACID MONO(DIMETHYLAMIDE) is used as a chiral resolving agent for the separation of racemic mixtures into their individual enantiomers in various chemical processes. This selective separation is crucial for obtaining pure enantiomers, which can exhibit different chemical and biological properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (-)-O,O'-DIBENZOYL-L-TARTARIC ACID MONO(DIMETHYLAMIDE) is utilized for the preparation of enantiomerically pure drug molecules. The production of pure enantiomers is essential to ensure the desired therapeutic effects and minimize potential side effects, as different enantiomers can have different pharmacological activities.
Used in Analytical Chemistry:
(-)-O,O'-DIBENZOYL-L-TARTARIC ACID MONO(DIMETHYLAMIDE) is employed in analytical chemistry for the determination of the enantiomeric purity of chiral compounds. Accurate measurement of enantiomeric purity is vital for assessing the quality and consistency of chiral compounds in research and industrial applications.
Used in Material Science:
(-)-O,O'-DIBENZOYL-L-TARTARIC ACID MONO(DIMETHYLAMIDE) has potential applications in the development of new materials, where its unique stereochemistry and functional groups can contribute to the creation of novel materials with specific properties.
Used in Asymmetric Catalysis:
In asymmetric catalysis, (-)-O,O'-DIBENZOYL-L-TARTARIC ACID MONO(DIMETHYLAMIDE) can be used to promote enantioselective reactions, leading to the formation of chiral products with high enantiomeric excess. This is important for the synthesis of biologically active compounds and pharmaceuticals with desired chiral properties.

Upstream product

• 634-63-9 (R,R)-tartaric acid diamide 
• 124-40-3 dimethyl amine 
• 17026-42-5 O,O'-dibenzoyl-D-tartaric acid 
• 17637-11-5 (3S,4S)-2,5-dioxotetrahydrofuran-3,4-diyl dibenzoate 

Relevant academic research and scientific papers

METHOD OF PREPARING (3R,4S)-3-ACETAMIDO-4-ALLYL-N-(TERT-BUTYL)PYRROLIDINE-3-CARBOXAMIDE

A method is provided to conveniently separate racemic (3R,4S)-3-acetamido-4-allyl-N-(tert-butyl)pyrrolidine-3-carboxamide and (3S,4R)-3-acetamido-4-allyl-N-(tert-butyl)pyrrolidine-3-carboxamide using selective crystallization with chiral carboxylic acids.

Factors affecting conformation of (R,R)-tartaric acid ester, amide and nitrile derivatives. X-Ray diffraction, circular dichroism, nuclear magnetic resonance and ab initio studies

Derivatives 2a-15a of(R,R)-tartaric acid (la) with all combinations of methyl ester. amide. N-methylamide and N,N-dimethylamide groups, as well as the corresponding O,O-dibenzoyl derivatives 1b-15b and nitriles 16-18 have been synthesized. Their conformations have been studied by the NMR and CD methods in solution as well as by X-ray diffraction in the crystalline state. The preference for planar. T conformation of the four carbon chain is observed under conditions restricting the α-hydroxyacid, ester or amide group to be nearly planar. This conformation being stabilized by intramolecular hydrogen bonds of the S(5) motif and the electrostatic CO/C(β)H and CN/C(β)H coplanar bond interactions. The C=O/C(α)-O bond system tends to be either synplanar tester, acid), or antiplanar tester, primary and secondary amide). Ab initio calculations allowed to demonstrate that for the isolated molecules of diamides 10a and 15a there is strong preference for gauche C+(a,a) conformers, the driving force being the formation of the hydrogen bonded six-membered cycles of tire S(G) motif joining the OH and C=O groups from two different halves of the molecule. The results compare favourably with the experimental values derived from NMR spectra of 15a in nonpolar solvent. In the absence of intramolecular hydrogen bonding the N,N-dimethylamide group is better accommodated in a gauche G- conformer. This releases the nonbonded interaction due to the amide methyl group anti to the carbonyl group.