2743-38-6 | Dibenzoyl-l-tartaric acid

Packsize	Purity	Availability	Price	Discounted Price
25g	98%	in stock	$5.00	$4.00
100g	98%	in stock	$6.00	$5.00

Description

• Catalog Number: AB72588
• Chemical Name: Dibenzoyl-l-tartaric acid
• CAS Number: 2743-38-6
• Molecular Formula: C18H14O8
• Molecular Weight: 358.299
• MDL Number: MFCD00149119
• SMILES: OC(=O)[C@@H]([C@H](C(=O)O)OC(=O)c1ccccc1)OC(=O)c1ccccc1

Computed Properties

• Complexity: 483
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 2
• Heavy Atom Count: 26
• Hydrogen Bond Acceptor Count: 8
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 9
• XLogP3: 2.6

Upstream Synthesis Route

(2R,3R)-2,3-Bis(benzoyloxy)succinic acid is a versatile compound widely utilized in chemical synthesis for its unique properties. This compound serves as a key building block in the synthesis of various pharmaceuticals and complex organic molecules. Its chiral nature, owing to the presence of two stereocenters, makes it particularly valuable in asymmetric synthesis reactions. Additionally, the presence of benzoyloxy groups enhances its reactivity and allows for selective functionalization at specific positions within a molecule. As a result, (2R,3R)-2,3-Bis(benzoyloxy)succinic acid plays a crucial role in the construction of intricate molecular structures with high precision and efficiency. Its application extends across a wide range of industries, including drug discovery, materials science, and advanced organic chemistry research.

Literature

• Synthesis and resolution of the biaryl-like diphosphine (S)-Me2-CATPHOS, preparation of a derived rhodium precatalyst and applications in asymmetric hydrogenation.

  Nature protocols 20121001

• Enantioseparation of racemic mixtures based on solvent sublation.

  Chirality 20120801

• Triethyl-ammonium (2R,3R)-2,3-bis-(benzo-yloxy)-3-carb-oxy-propano-ate.

  Acta crystallographica. Section E, Structure reports online 20120301

• A practical and efficient method for the resolution of 3-phospholene 1-oxides via coordination complex formation.

  Chirality 20100701

• Heat-set gels and egg-like vesicles using two component gel system based on chiral calix[4]arenes.

  Chemical communications (Cambridge, England) 20071228

• Enantioselective nanofiber-spinning of chiral calixarene receptor with guest.

  Chemical communications (Cambridge, England) 20070828

• A cold active (2R,3R)-(-)-di-O-benzoyl-tartrate hydrolyzing esterase from Rhodotorula mucilaginosa.

  Applied microbiology and biotechnology 20061101

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• Exceptional chiral recognition of racemic carboxylic acids by calix[4]arenes bearing optically pure alpha,beta-amino alcohol groups.

  Organic letters 20040415

• Delta-opioid agonists: differential efficacy and potency of SNC80, its 3-OH (SNC86) and 3-desoxy (SNC162) derivatives in Sprague-Dawley rats.

  The Journal of pharmacology and experimental therapeutics 20040401

• Enantioseparation of chiral alcohols by complex formation and subsequent supercritical fluid extraction.

  Chirality 20031101

• Capillary electrophoresis as a probe of enantiospecific interactions between photoactive transition metal complexes and DNA.

  Electrophoresis 20030801

• Isostructuralism in a series of methylester/methylamide derivatives of (R,R)-O,O'-dibenzoyl tartaric acid; inclusion properties and guest-dependent homeotypism of the crystals of (R,R)-O,O'-dibenzoyltartaric acid diamide.

  Acta crystallographica. Section B, Structural science 20020401

• Chiral separations of transition metal complexes using capillary zone electrophoresis.

  Journal of chromatography. A 20010615

• Interplay between dipolar, stacking and hydrogen-bond interactions in the crystal structures of unsymmetrically substituted esters, amides and nitriles of (R,R)-O,O'-dibenzoyltartaric acid.

  Acta crystallographica. Section B, Structural science 20010601

• [Determination of enantiomeric purity of (S)-(-)-alpha-phenylethylamine by NMR].

  Guang pu xue yu guang pu fen xi = Guang pu 20010601

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

  European journal of pharmacology 20010420