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CS-W001157 4
Total: USD 88.00

(2R,3R)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid

  • CAS No. 50583-51-2

  • Cat. No. CS-W011656
  • Purity≥98%
  • MDL No.MFCD02682986

*For research and further manufacturing use only, not for direct human use.

(2R,3R)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid|CS-W011656

Structure of 50583-51-2

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General Information

  • CAS No. 50583-51-2
  • Cat. No. CS-W011656
  • Purity ≥98%
  • MDL No. MFCD02682986
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₈O₁₀
  • Molecular Weight 418.35
  • Synonym(s) L-Di-p-methyloxyphenyl-tartaric acid
  • SMILES O=C(O)[C@H](OC(C1=CC=C(OC)C=C1)=O)[C@@H](OC(C2=CC=C(OC)C=C2)=O)C(O)=O

Description

This chiral diester features two 4-methoxybenzoyl ester groups at the 2,3-positions of a succinic acid backbone, offering enhanced solubility and stability in organic media. The (2R,3R) stereochemistry ensures predictable reactivity in asymmetric synthesis, enabling selective derivatization under mild conditions.

Application

(2R,3R)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid serves as a chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through its rigid diester framework. The 4-methoxybenzoyl groups provide enhanced solubility and facilitate straightforward purification by crystallization. This compound functions effectively in enantioselective acylations and conjugate additions, offering high diastereoselectivity and bench stability under standard laboratory conditions.

Synthesis

  • Route1
    • null|null
      243640-20-2
    • ~0%
    • In-stock
      (2R,3R)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid|CS-W011656
      50583-51-2
    • null|null
      139290-69-0

    References

    • Aventis Pharmaceuticals, Inc.; Hoechst Marion Roussel Deutschland GmbH Patent: EP1734037 A2, 2006 ; Location in patent: Page/Page column 9; 41 ;
  • Route2
    • null|null
      869749-06-4
    • ~0%
    • In-stock
      (2R,3R)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid|CS-W011656
      50583-51-2
    • null|null
      139290-69-0

    References

    • Aventis Pharmaceuticals, Inc.; Hoechst Marion Roussel Deutschland GmbH Patent: EP1734037 A2, 2006 ; Location in patent: Page/Page column 11; 41-42 ;
  • Route3
    • In-stock
      D-Tartaric acid|CS-0017144
      147-71-7
    • null|null
      100-07-2
    • ~%
    • In-stock
      (2R,3R)-2,3-Bis((4-methoxybenzoyl)oxy)succinic acid|CS-W011656
      50583-51-2

    References

    • Aventis Pharmaceuticals, Inc.; Hoechst Marion Roussel Deutschland GmbH Patent: EP1734037 A2, 2006 ; Location in patent: Page/Page column 33-37 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   145.66
  • LogP   1.624
  • H_Acceptors   8
  • H_Donors   2
  • Rotatable_Bonds   9

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