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Merck
CN

163449

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

≥98%, made from synthetic tartaric acid

Synonym(s):

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

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About This Item

Linear Formula:
[C6H5CO2CH(CO2H)]2
CAS Number:
Molecular Weight:
358.30
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
241-097-1
Beilstein/REAXYS Number:
2227343
MDL number:
Assay:
≥98%
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Quality Level

assay

≥98%

optical activity

[α]28/D +116°, c = 9 in ethanol

mp

154-156 °C (lit.)

functional group

carboxylic acid, ester, phenyl

SMILES string

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

InChI key

YONLFQNRGZXBBF-KBPBESRZSA-N

General description

(+)-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.

Application

Reagent for chiral resolution of amino compounds.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



Global Trade Item Number

SKUGTIN
163449-50G04061833037836
163449-10G04061833037829