2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid | CAS No. 78761-37-2

2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid

Basic Information

CAS Number

78761-37-2

Molecular Formula

C20H19NO7

Molecular Weight

385.37 g/mol

AD

Basic Physical Properties

Melting Point

150-152 °C (dec.)

CN(C)C(=O)C(C(C(=O)O)OC(=O)C1=CC=CC=C1)OC(=O)C2=CC=CC=C2

InChI

InChI=1S/C20H19NO7/c1-21(2)17(22)15(27-19(25)13-9-5-3-6-10-13)16(18(23)24)28-20(26)14-11-7-4-8-12-14/h3-12,15-16H,1-2H3,(H,23,24)

InChIKey

LINPSOODYGSBAH-UHFFFAOYSA-N

LogP

1.6103999999999992

Topological Polar Surface Area

110.21000000000001 Ų

Hydrogen Bond Donor/Acceptor

1 / 8

Complexity

577

Synonyms & References

English

  • DTXSID90552821
  • (2R,3R)-2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid
  • 78761-37-2
  • Butanoic acid, 2,3-bis(benzoyloxy)-4-(dimethylamino)-4-oxo-, (2R,3R)-
  • (2R,3R)-2,3-dibenzoyloxy-4-(dimethylamino)-4-oxobutanoic acid
  • (-)-O,O'-Dibenzoyl-L-tartaric acid mono(dimethylamide), >=99.0%
  • (R,R)-(-)-O,O'-Dibenzoyltartaric acid mono(N,N-dimethylamide)
  • SCHEMBL3057003
  • (?)-O,O′-Dibenzoyl-L-tartaric acid mono(dimethylamide)
  • (-)-O,O′-Dibenzoyl-L-tartaric acid Mono(diMethylaMide)
  • ()-O,O-Dibenzoyl-L-tartaric acid mono(dimethylamide)
  • (2R,3R)-4-(dimethylamino)-4-oxo-2,3-bis[(phenylcarbonyl)oxy]butanoic acid

MDL Number

MFCD00142346

FAQ

What are the physical and chemical properties of 2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid (CAS: 78761-37-2)?

2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid is a crystalline solid with a molecular weight of approximately 402.26 g/mol. It is slightly soluble in water but soluble in organic solvents. The compound is reactive towards nucleophiles and can undergo hydrolysis. It has a pKa of about 4.5 in aqueous solution.

How is 2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid (CAS: 78761-37-2) typically synthesized?

2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid can be synthesized via a multistep process involving the esterification of (2R,3R)-2,3-dihydroxy-4-(dimethylamino)butanoic acid with benzoyl chloride in the presence of a suitable base, followed by oxidation of the hydroxyl groups.

What industries use 2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid (CAS: 78761-37-2)?

2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid is primarily used in the pharmaceutical industry for the synthesis of certain bioactive compounds. It also has applications in the field of sensors and as a precursor in organic synthesis.

What precautions should be taken when handling 2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid (CAS: 78761-37-2)?

Proper handling of 2,3-Bis(benzoyloxy)-4-(dimethylamino)-4-oxobutanoic acid requires the use of personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood, and appropriate spill cleanup procedures should be followed. A Material Safety Data Sheet (MSDS) should be consulted for detailed safety information.

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