Skip to Content
Merck
All Photos(1)

Key Documents

95352

Sigma-Aldrich

(−)-Dibenzyl D-tartrate

≥98.0% (sum of enantiomers, HPLC)

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C18H18O6
CAS Number:
Molecular Weight:
330.33
Beilstein:
4787873
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98.0% (sum of enantiomers, HPLC)

form

powder

optical activity

[α]20/D −12.5±1°, c = 1.1% in acetone

mp

66-70 °C

functional group

ester
hydroxyl
phenyl

SMILES string

O[C@@H]([C@H](O)C(=O)OCc1ccccc1)C(=O)OCc2ccccc2

InChI

1S/C18H18O6/c19-15(17(21)23-11-13-7-3-1-4-8-13)16(20)18(22)24-12-14-9-5-2-6-10-14/h1-10,15-16,19-20H,11-12H2/t15-,16-/m0/s1

InChI key

LCKIPSGLXMCAOF-HOTGVXAUSA-N

Application

(-)-Dibenzyl D-tartrate can be employed as a reactant to synthesize:
  • 2,3-bis(8-Methoxyoctanoyl) dibenzyl tartrate (DBT) by reacting with 8-methoxyoctanoic acid in the presence of 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide (EDCI) as a coupling reagent.
  • (-)-Chicoric acid (2,3-bis{[3-(3,4-dihydroxyphenyl)-1-oxoprop-2-enyl]oxy}butanedioic acid), as a potent inhibitor.
  • Diesters of aziridine-2,3-dicarboxylic acid derivatives.

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

A Convenient Synthesis of the Echinacea-Derived Immunostimulator and HIV-1 Integrase Inhibitor (-)-(2R, 3R)-Chicoric Acid
Lamidey A-M, et al.
Helvetica Chimica Acta, 85(8), 2328-2334 (2002)
An improved synthesis of aziridine-2, 3-dicarboxylates via azido alcohols?epimerization studies
Breuning A, et al.
Tetrahedron Asymmetry, 14(21), 3301-3312 (2003)
Allison Faig et al.
Biomacromolecules, 15(9), 3328-3337 (2014-07-30)
Amphiphilic macromolecules (AMs) composed of sugar backbones modified with branched aliphatic chains and a poly(ethylene glycol) (PEG) tail can inhibit macrophage uptake of oxidized low-density lipoproteins (oxLDL), a major event underlying atherosclerosis development. Previous studies indicate that AM hydrophobic domains

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service