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CS-W001157 4
Total: USD 88.00

(S)-2-Benzylsuccinic acid

  • CAS No. 3972-36-9

  • Cat. No. CS-W002684
  • Purity≥98%
  • MDL No.MFCD00798341

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

(S)-2-Benzylsuccinic acid|CS-W002684

Structure of 3972-36-9

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General Information

  • CAS No. 3972-36-9
  • Cat. No. CS-W002684
  • Purity ≥98%
  • MDL No. MFCD00798341
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₄
  • Molecular Weight 208.21
  • Synonym(s) None
  • SMILES [C@H](CC1=CC=CC=C1)(CC(O)=O)C(O)=O

Description

(S)-2-Benzylsuccinic acid is a chiral dicarboxylic acid featuring a benzyl group at the C2 position, enabling its use in asymmetric synthesis and stereocontrolled derivatization. This bench-stable compound integrates readily into enantioselective reactions, offering high structural fidelity for applications in medicinal chemistry and catalytic process development.

Application

(S)-2-Benzylsuccinic acid serves as a valuable chiral building block in asymmetric synthesis, enabling the construction of biologically relevant scaffolds through well-established coupling and functionalization pathways. Its bench-stable, crystalline nature facilitates straightforward isolation and purification, while the pendant benzyl group offers orthogonal reactivity for downstream modifications. This compound functions effectively in enantioselective transformations and is compatible with standard synthetic workflows used in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      65756-81-2
    • ~92%
    • In-stock
      (S)-2-Benzylsuccinic acid|CS-W002684
      3972-36-9
    • (R)-2-Benzylsuccinic acid|CS-0162856
      21307-97-1

    References

    • Kawano, Hiroyuki; Ishii, Youichi; Ikariya, Takao; Saburi, Masahiko; Yoshikawa, Sadao; et. al Tetrahedron Letters, 1987 , vol. 28, # 17 p. 1905 - 1908
  • Route2
    • In-stock
      2-(Phenylmethylene)butanedioic acid|CS-0100988
      5653-88-3
    • ~79%
    • In-stock
      (S)-2-Benzylsuccinic acid|CS-W002684
      3972-36-9
    • (R)-2-Benzylsuccinic acid|CS-0162856
      21307-97-1

    References

    • Morimoto, Toshiaki; Chiba, Mitsuo; Achiwa, Kazuo Tetrahedron Letters, 1989 , vol. 30, # 6 p. 735 - 738
  • Route3
    • null|null
      140903-48-6
    • ~95%
    • In-stock
      (S)-2-Benzylsuccinic acid|CS-W002684
      3972-36-9

    References

    • Davies, Stephen G.; Dixon, Darren J. Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 17 p. 2629 - 2634

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   74.6
  • LogP   1.4046
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   5

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