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Key Documents

163449

Sigma-Aldrich

(+)-2,3-Dibenzoyl-D-tartaric acid

≥98%, made from synthetic tartaric acid

Sinonimo/i:

(+)-O,O′-Dibenzoyl-D-tartaric acid, D-Tartaric acid 2,3-dibenzoate

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About This Item

Formula condensata:
[C6H5CO2CH(CO2H)]2
Numero CAS:
Peso molecolare:
358.30
Beilstein:
2227343
Numero CE:
Numero MDL:
Codice UNSPSC:
12352106
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

≥98%

Attività ottica

[α]28/D +116°, c = 9 in ethanol

Punto di fusione

154-156 °C (lit.)

Gruppo funzionale

carboxylic acid
ester
phenyl

Stringa SMILE

OC(=O)[C@@H](OC(=O)c1ccccc1)[C@H](OC(=O)c2ccccc2)C(O)=O

InChI

1S/C18H14O8/c19-15(20)13(25-17(23)11-7-3-1-4-8-11)14(16(21)22)26-18(24)12-9-5-2-6-10-12/h1-10,13-14H,(H,19,20)(H,21,22)/t13-,14-/m0/s1
YONLFQNRGZXBBF-KBPBESRZSA-N

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Descrizione generale

(+)-2,3-Dibenzoyl-D-tartaric acid is commonly used as an optically active resolving agent in the chiral resolution process such as diastereomeric salt resolution technique.

Applicazioni

Reagent for chiral resolution of amino compounds.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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Analysis and Comparison of Commonly Used Acidic Resolving Agents in Diastereomeric Salt Resolution-Examples for dl-Serine.
Sistla VS, et al.
Crystal Growth & Design, 11(9), 3761-3768 (2011)
Tetrahedron Asymmetry, 2, 989-989 (1991)
Jianghong An et al.
Journal of medicinal chemistry, 52(9), 2667-2672 (2009-05-08)
Computational molecular docking provides an efficient and innovative approach to examine small molecule and protein interactions. We have utilized this method to identify potential inhibitors of the H5N1 neuraminidase protein. Of the 20 compounds tested, 4-(4-((3-(2-amino-4-hydroxy-6-methyl-5-pyrimidinyl)propyl)amino)phenyl)-1-chloro-3-buten-2-one (1) (NSC89853) demonstrated the
Emily M Jutkiewicz et al.
The Journal of pharmacology and experimental therapeutics, 309(1), 173-181 (2004-01-15)
The diarylpiperazine delta-opioid agonist SNC80 [(+)-4-[(alphaR)-alpha-[(2S,5R)-2,5-dimethyl-4-(2-propenyl)-1-piperazinyl]-(3-methoxyphenyl)methyl]-N,N-diethylbenzamide] produces convulsions, antidepressant-like effects, and locomotor stimulation in rats. The present study compared the behavioral effects in Sprague-Dawley rats of SNC80 with its two derivatives, SNC86 [(+)-4-[alpha(R)-alpha-[(2S,5R)-2,5-dimethyl-4-(2-propenyl)-1-piperazinyl]-(3-hydroxyphenyl)methyl]-N,N-diethylbenzamide] and SNC162 [(+)-4-[(alphaR)-alpha-[(2S,5R)-2,5-dimethyl-4-(2-propenyl)-1-piperazinyl]-(3-phenyl)methyl]-N,N-diethylbenzamide], which differ by one
Jin-Lan Zhou et al.
Chemical communications (Cambridge, England), (48)(48), 5200-5202 (2007-12-07)
Chiral calix[4]arenes bearing long tertiary alkyl groups at the upper rim and S-1-phenylethylamine groups at the lower rim can form heat-set gels and egg-like vesicles enantioselectively with d-2,3-dibenzoyltartaric acid in cyclohexane, which is the first example of heat-set gels resulting

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