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95352

Sigma-Aldrich

(−)-Dibenzyl D-tartrate

≥98.0% (sum of enantiomers, HPLC)

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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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