80081-45-4

Usage

Uses

Used in Organic Synthesis:
[S-(R,R)]-tartarohydrazide is used as a chiral auxiliary in organic synthesis for enhancing the selectivity and efficiency of chemical reactions. Its unique stereochemistry allows for the creation of optically active compounds with desired configurations.
Used in Separation of Racemic Mixtures:
In the field of stereochemistry, [S-(R,R)]-tartarohydrazide is used as a resolving agent for the separation of racemic mixtures. This application is crucial for obtaining pure enantiomers, which can have different biological activities and properties.
Used in Pharmaceutical Industry:
[S-(R,R)]-tartarohydrazide is used as a key component in the development of new pharmaceuticals. Its interaction with biological molecules makes it a promising candidate for the design of drugs targeting specific biological processes.
Used in Study of Stereochemistry:
In the field of biochemistry, [S-(R,R)]-tartarohydrazide is used for studying the effects of stereochemistry on the biological activity of molecules. This knowledge can be applied to improve the design and efficacy of drugs and other bioactive compounds.

InChI:InChI=1/C4H10N4O4/c5-7-3(11)1(9)2(10)4(12)8-6/h1-2,9-10H,5-6H2,(H,7,11)(H,8,12)

Upstream product

• 408332-88-7 Diethyl tartrate 
• 87-69-4 tartaric acid 
• 87-91-2 diethyl (2R,3R)-tartrate 
• 38115-91-2 (R,R)-(+)-tartaric acid N,N'-dimethyldiamide 
• 608-68-4 dimethyl L-tartrate 
• 405897-14-5 dimethyl tartrate 

Downstream Products

• 143729-34-4 tartaric-bis(p-nitrophenyl)hydrazone 
• 957265-46-2 C₂₂H₂₂N₄O₄ 
• 143661-74-9 (2S,3S)-2,3-dihydroxybutanedioyl bis(salicylaldehyde hydrazone) 

Relevant academic research and scientific papers

Ultra-fast self-healing PVA organogels based on dynamic covalent chemistry for dye selective adsorption

Ultra-fast self-healing organogels based on dynamic covalent chemistry for dye adsorption were prepared from polyvinyl alcohol (PVA), 4-formylphenylboronic acid (FPBA), and tartaric acid dihydrazide (TDH) by an effective in situ reaction approach. The relative xerogels can adsorb methylene blue selectively with high efficiency. The boronate ester bonds and acylhydrazone bonds endow organogels with a very fast self-healing property. What's more, the chirality can be transferred from TDH to the organogels. The organogels obtained from l-TDH and d-TDH show opposite chirality according to the circular dichroism spectra.

Chirality transfer based on dynamic covalent chemistry: From small chiral molecules to supramolecules

Single-tailed and gemini-type supra-gelators were facilely fabricated via the conjugation of the d- or l-enantiomeric dihydrazide TDH with single-tailed achiral aldehyde C12BAD through dynamic acylhydrazone bonding. Chirality transfer from smal

Copper(II) clusters of two pairs of 2,3-dihydroxybutanedioyl dihydrazones: Synthesis, structure, and magnetic properties

Condensation reactions of (2R,3R)- and (2S,3S)-2,3-dihydroxybutanedihydrazide with salicylaldehyde and 3-methoxysalicylaldehyde gave two enantiomeric pairs, (2R,3R)/ (2S,3S)-2,3-dihydroxybutanedioylbis(salicylaldehydehydrazone) [(2R,3R)-BSH and (2S,3S)-BSH] and (2R,3R)/(2S,3S)-2,3- dihydroxybutanedioyl bis(3-methoxysalicylaldehydehydrazone) [(2R,3R)-MBSH and (2S,3S)-MBSH]. Their reactions with CuII salts provided two chiral hexanuclear clusters [Cu6L2(C5H5N)10]2[C5H6N]3(ClO4)7.(CH3OH).(C5H5N) [L = (2R,3R)-BSH; (2S,3S)-BSH] and four chiral tridecanuclear clusters [Cu13L3(OH)2(CH3COO)6(C5H5N)6(DMF)3].6DMF. 3H2O [L = (2R,3R)-BSH; (2S,3S)-BSH] and [Cu13X3(OH)2-(CH3COO)6(C5H5N)2(DMF)8].6H2O [X = (2R,3R)-MBSH, (2S,3S)-MBSH]. Their structures were determined by singlecrystal X-ray diffraction analysis. All six compounds are enantiomers of each other. The two hexanuclear clusters exhibit two orthogonal linear trinuclear units. The two pairs of tridecanuclear clusters display esthetic structures with different symmetries; they feature rare heptanuclear vertexsharing dicubane cores and their six unshared CuII vertexes are linked to another six CuII ions. These represent the first examples of chiral clusters bearing dicubane cores. Magnetic studies revealed the presence of overall antiferromagnetic interactions in these compounds.

Li+-induced selective gelation of discrete homochiral structural isomers derived from l-tartaric acid

Two chiral structural isomers have been synthesized by molecular engineering of l-tartaric acid. In the presence of LiOH isomer 1 forms a thermally stable, fluorescent gel which exhibits interesting nano-cluster morphology, anomalous optical and rheological properties whilst 2 forms a non-fluorescent solution under similar conditions. The current-voltage (I-V) curve followed a non-linear trend, rationally in close proximity to the diode characteristic curve. This journal is the Partner Organisations 2014.

Synthesis of optically active macrolides with hydrazide fragments from tetrahydropyran and L-(+)-tartaric acid derivatives

The synthesis of two potentially useful optically active 23- and 30-membered macrolides containing a 1,2-diol system and dihydrazide fragments was developed starting from tetrahydropyran. It was based on [1+1]-condensation of 7-oxooctyl-7-oxooctanoate and bis(7-oxooctyl)hexanedioate with L-(+)-tartaric acid hydrazide.

Synthesis of novel enantiomerically pure tetra-carbohydrazide cyclophane macrocycles

A total of twelve novel enantiomerically pure tetra-carbohydrazide cyclophane macrocycles have been synthesised in quantitative yields by reacting chiral (4R,5R)- and (4S,5S)-1,3-dioxolane-4,5-dicarbohydrazides with aromatic bis-aldehydes in a [2+2]-cyclocondensation reaction. The compounds show a dynamic behaviour in solution, which has been rationalized in terms of an unprecedented conformational interconversion between two conformers one stabilised by intramolecular hydrogen bonding and π-π stacking interactions.

USE OF DYNAMIC MIXTURES FOR A CONTROLLED RELEASE OF FRAGRANCES

The present invention relates to a delivery system in the form of a dynamic mixture obtained by reacting together, in the presence of water, at least one hydrazine derivative with at least one perfuming, flavoring, insect repellent or attractant, bactericide and/or fungicide aldehyde or ketone. The invention's mixture is capable of releasing in a controlled and prolonged manner said aldehyde or ketone in the surrounding environment. Furthermore, the present invention concerns also the use of said dynamic mixtures as perfuming ingredients as well as the perfuming compositions or perfumed articles comprising the invention's mixtures.