(2S,3S)-Dibenzyl 2,3-dihydroxysuccinate - ≥97% , CAS No.4136-22-5

CAS: 4136-22-5 Cat. No.: S589068 Molecular Weight: 330.33 Beilstein Registry Number: 4787873

GRADE & PURITY ≥97%

Synonyms

D-(-)-Dibenzyl Tartrate | DTXSID30426597 | SCHEMBL6575848 | (a')-Dibenzyl-D-tartrate | W12797 | AS-20132 | MFCD01863133 | (-)-DIBENZYL D-TARTRATE | AKOS016842769 | (2S,3S)-Dibenzyl 2,3-dihydroxysuccinate | dibenzyl (2S,3S)-2,3-dihydroxybutanedioate | (2S,

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

Product 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.

Specifications

Synonyms

D-(-)-Dibenzyl Tartrate | DTXSID30426597 | SCHEMBL6575848 | (a')-Dibenzyl-D-tartrate | W12797 | AS-20132 | MFCD01863133 | (-)-DIBENZYL D-TARTRATE | AKOS016842769 | (2S, 3S)-Dibenzyl 2, 3-dihydroxysuccinate | dibenzyl (2S, 3S)-2, 3-dihydroxybutanedioate | (2S,

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504764520
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764520
• Canonical Smiles: C1=CC=C(C=C1)COC(=O)C(C(C(=O)OCC2=CC=CC=C2)O)O
• IUPAC Name: dibenzyl (2S,3S)-2,3-dihydroxybutanedioate
• InChIKey: LCKIPSGLXMCAOF-HOTGVXAUSA-N
• 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
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)[C@H]([C@@H](C(=O)OCC2=CC=CC=C2)O)O
• WGK Germany: 3
• Molecular Weight: 330.33
• Beilstein: 4787873
• Reaxy-Rn: 3221732
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3221732&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzyloxycarbonyls

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzyloxycarbonyls
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzyloxycarbonyls
• Alternative Parents: Fatty acid esters Beta hydroxy acids and derivatives Monosaccharides Dicarboxylic acids and derivatives Secondary alcohols Carboxylic acid esters 1,2-diols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzyloxycarbonyl - Beta-hydroxy acid - Fatty acid ester - Fatty acyl - Monosaccharide - Hydroxy acid - Dicarboxylic acid or derivatives - Secondary alcohol - Carboxylic acid ester - 1,2-diol - Carboxylic acid derivative - Organooxygen compound - Alcohol - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Molecular Weight: 330.300 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 330.11 Da
• Monoisotopic Mass: 330.11 Da
• Topological Polar Surface Area: 93.100 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 360.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1