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163449

Sigma-Aldrich

(+)-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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10 G
CZK 714.00
50 G
CZK 2,660.00

CZK 714.00

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10 G
CZK 714.00
50 G
CZK 2,660.00

About This Item

Linear Formula:
[C6H5CO2CH(CO2H)]2
CAS Number:
17026-42-5
Molecular Weight:
358.30
Beilstein:
2227343
EC Number:
241-097-1
MDL number:
MFCD00063222
UNSPSC Code:
12352106
PubChem Substance ID:
24849748
NACRES:
NA.22

CZK 714.00

Please contact Customer Service for Availability
Request a Bulk Order

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

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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.[1]

Application

Reagent for chiral resolution of amino compounds.[2][3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1161
STBJ9074
STBG6917
STBH3742
STBG9917

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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
Yan-Song Zheng et al.
Organic letters, 6(8), 1189-1192 (2004-04-09)
Calixarenes bearing optically pure alpha,beta-amino alcohol groups at their lower rim exhibit exceptional and efficient chiral recognition ability in discrimination of racemic mandelic acid, 2,3-dibenzoyltartaric acid and 2-hydroxy-3-methylbutyric acid. [structure: see text]
Christian Zimmer et al.
Applied microbiology and biotechnology, 73(1), 132-140 (2006-07-19)
In a screening procedure a pink-colored yeast was isolated from enrichment cultures with (2R,3R)-(-)-di-O-benzoyl-tartrate (benzoyl-tartrate) as the sole carbon source. The organism saar1 was identified by morphological, physiological, and 18S ribosomal DNA/internal transcribed spacer analysis as Rhodotorula mucilaginosa, a basidiomycetous
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