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345849

Dibenzoyl-L-tartaric acid

Name: Dibenzoyl-<SC>L</SC>-tartaric acid
Brand: ALDRICH

98%

Synonym(s):

L-DBTA, (−)-O,O′-Dibenzoyl-L-tartaric acid

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About This Item

Linear Formula:

[C₆H₅CO₂CH(CO₂H)-]₂

CAS Number:

2743-38-6

Molecular Weight:

358.30

UNSPSC Code:

12352108

NACRES:

NA.22

PubChem Substance ID:

24861354

EC Number:

241-097-1

Beilstein/REAXYS Number:

709854

MDL number:

MFCD00003074

Assay:

98%

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Properties

Quality Level

100

assay

98%

optical activity

[α]20/D −116°, c = 9 in ethanol

mp

152-155 °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-/m1/s1

InChI key

YONLFQNRGZXBBF-ZIAGYGMSSA-N

Description

Application

Dibenzoyl-L-tartaric acid may be used as a chiral resolving agent for the resolution of racemic Troger base. It may also be used as a ligand to synthesize chiral transition metal complexes, which have potential utility in organic asymmetric catalysis.

pictograms

GHS05,GHS07

signalword

Danger

hcodes

H317,H318

pcodes

P261 - P272 - P280 - P302 + P352 - P305 + P351 + P338 - P333 + P313

Hazard Classifications

Eye Dam. 1 - Skin Sens. 1

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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A convenient method for the synthesis and resolution of Troger base.

Satishkumar S and Periasamy M.

Tetrahedron Asymmetry, 17(7), 1116-1119 (2006)

Transition metal complexes of dibenzoyl-L-tartaric acid (db-L-tarH2) and L-tartaric acid (L-tarH2); X-ray crystal structure of {[Cu(L-tar)(phen)]?6H2O}n (phen=1,10-phenanthroline).

McCann M, et al.

Polyhedron, 16(20), 3655-3661 (1997)

Spinal delta-opioid receptors mediate suppression of systemic SNC80 on excitability of the flexor reflex in normal and inflamed rat.

C Q Cao et al.

European journal of pharmacology, 418(1-2), 79-87 (2001-05-04)

Due to low central nervous system (CNS) bioavailability of delta-opioid peptides, little is known about the effect of systemic administration of delta-opioid receptor ligands. The present study examined the effect of non-peptidergic delta-opioid receptor agonists, (+)-4-[(alphaR)-alpha-((2R,5R)-4-Allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N,N-diethylbenzamide (SNC80) and (-)dibenzoyl-L-tartaric acid

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Global Trade Item Number

SKU	GTIN
345849-100G	04061826760895
345849-25G	04061826760901