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CS-W001157 4
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(R)-5-Oxotetrahydrofuran-2-carboxylic acid

  • CAS No. 53558-93-3

  • Cat. No. CS-W021140
  • Purity≥95%
  • MDL No.MFCD00011567

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

(R)-5-Oxotetrahydrofuran-2-carboxylic acid|CS-W021140

Structure of 53558-93-3

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General Information

  • CAS No. 53558-93-3
  • Cat. No. CS-W021140
  • Purity ≥95%
  • MDL No. MFCD00011567
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆O₄
  • Molecular Weight 130.10
  • Synonym(s) (R)-(-)-γ-Carboxy-γ-butyrolactone
  • SMILES O=C([C@@H](CC1)OC1=O)O

Description

(R)-5-Oxotetrahydrofuran-2-carboxylic acid features a chiral tetrahydrofuran core with a ketone at C5 and a carboxylic acid at C2, enabling selective incorporation into complex molecular architectures. This stereochemically defined scaffold serves as a key building block in asymmetric synthesis, particularly for bioactive heterocycles and natural product analogs. The molecule exhibits enhanced stability under standard handling conditions and integrates efficiently in multi-step transformations requiring precise stereocontrol.

Synthesis

  • Route1

    References

    • Shiro, Yuuichi; Kato, Keisuke; Fujii, Mikio; Ida, Yoshiteru; Akita, Hiroyuki Tetrahedron, 2006 , vol. 62, # 37 p. 8687 - 8695
  • Route2

    References

    • Tetrahedron: Asymmetry, , vol. 2, # 5 p. 347 - 350

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   -0.2234
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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