(2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide | CAS No. 88393-56-0

(2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide

Basic Information

CAS Number

88393-56-0

Molecular Formula

C18H20N2O4

Molecular Weight

328.37 g/mol

AD

Basic Physical Properties

Melting Point

198-200 °C

Boiling Point

706.2°C at 760 mmHg

Density

1.279

Flash Point

380.9°C

Refractive Index

1.61

C1=CC=C(C=C1)CNC(=O)C(C(C(=O)NCC2=CC=CC=C2)O)O

InChI

InChI=1S/C18H20N2O4/c21-15(17(23)19-11-13-7-3-1-4-8-13)16(22)18(24)20-12-14-9-5-2-6-10-14/h1-10,15-16,21-22H,11-12H2,(H,19,23)(H,20,24)/t15-,16-/m1/s1

InChIKey

BBYSAHVLSFBCMN-HZPDHXFCSA-N

LogP

0.3409999999999996

Topological Polar Surface Area

98.66000000000001 Ų

Hydrogen Bond Donor/Acceptor

4 / 6

Complexity

366

Synonyms & References

English

  • (2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide
  • (+)-L-TARTARIC ACID DIBENZYL AMIDE
  • (+)-N,N′-Dibenzyl-L-tartaric diamide
  • Butanediamide,2,3-dihydroxy-N1,N4-bis(phenylmethyl)-, (2R,3R)-
  • NULL
  • (2R,3R)-2,3-Dihydroxy-N1,N4-bis(phenylmethyl)butanediamide
  • (2R,3R)-2,3-Dihydroxy-N1,N4-bis(phenylmethyl)butanediamide (ACI)
  • Butanediamide, 2,3-dihydroxy-N,N′-bis(phenylmethyl)-, (2R,3R)- (9CI)
  • (+)-(2R,3R)-2,3-dihydroxy-N,N′-bis(phenylmethyl)butanediamide
  • (+)-N,N'-Dibenzyl-L-tartaric diamide, 99%
  • 88393-56-0
  • 123122-13-4
  • BBYSAHVLSFBCMN-HZPDHXFCSA-N
  • MFCD00064478
  • (+)-N,N'-Dibenzyl-L-tartaric diamide
  • N,N'-Dibenzyl-L-tartramide
  • I10679
  • (2R,3R)-N,N'-dibenzyl-2,3-dihydroxybutanediamide
  • rel-(2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide
  • AKOS015888855
  • (+)-L-Tartaric acid dibenzylamide
  • DS-4068
  • SCHEMBL714386

MDL Number

MFCD00064478

Customs Code

2924299090

FAQ

What are the physical and chemical properties of (2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide (CAS: 88393-56-0)?

(2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide is a white crystalline solid with a molecular weight of approximately 422.46 g/mol. It has a solubility of about 1.5 mg/mL in water and is slightly soluble in common organic solvents. It is reactive towards bases and can undergo hydrolysis. The compound is stable under normal conditions but should be protected from moisture and light.

How is (2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide (CAS: 88393-56-0) typically synthesized?

(2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide is typically synthesized via the condensation of benzylamine with 2,3-dihydroxysuccinic acid. The reaction is catalyzed by an appropriate base, such as triethylamine, and proceeds under mild conditions. The yield is around 85%, and the selectivity is excellent, providing a pure product with high purity.

What industries use (2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide (CAS: 88393-56-0)?

(2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide is used in the pharmaceutical industry for the synthesis of various drug intermediates. It is also employed in the polymer industry for the modification of polymer properties. In addition, it has applications in the production of sensors and semiconductors due to its unique chemical structure and reactivity.

What precautions should be taken when handling (2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide (CAS: 88393-56-0)?

When handling (2R,3R)-N1,N4-Dibenzyl-2,3-dihydroxysuccinamide, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from moisture and light. Fume hoods should be used during handling to avoid inhalation. In case of a spill, neutralize the spill with a suitable acid or base solution and dispose of it according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.

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