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CS-W001157 4
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(S)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid

  • CAS No. 102045-96-5

  • Cat. No. CS-0099094
  • Purity≥95%
  • MDL No.MFCD09952018

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

(S)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid|CS-0099094

Structure of 102045-96-5

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General Information

  • CAS No. 102045-96-5
  • Cat. No. CS-0099094
  • Purity ≥95%
  • MDL No. MFCD09952018
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₄
  • Molecular Weight 146.14
  • Synonym(s) None
  • SMILES O=C(O)[C@H]1OC(C)(OC1)C

Description

(S)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid is a chiral synthon featuring a rigid cyclic acetal scaffold that stabilizes adjacent carboxylic acid functionality. This bench-stable, moisture-tolerant building block integrates readily into asymmetric synthesis workflows, enabling direct access to enantiopure heterocyclic frameworks through controlled ring-opening or functionalization reactions.

Application

(S)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid serves as a stable, bench-ready chiral building block for asymmetric synthesis. Its rigid cyclic acetal framework provides excellent functional group tolerance and enables selective transformations at the carboxylic acid terminus. The molecule facilitates stereoselective derivatization in natural product synthesis and medicinal chemistry campaigns, particularly in constructing complex heterocyclic scaffolds where stereocontrol is critical.

Synthesis

  • Route1

    References

    • BETA INNOV; CLARION, Ludovic; MERSEL, Marcel; PETITE, Didier Patent: WO2013/168096 A1, 2013 ; Location in patent: Page/Page column 25 ;
  • Route2
    • Potassium (S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate|CS-0441635
      117205-81-9
    • ~91%
    • In-stock
      (S)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid|CS-0099094
      102045-96-5

    References

    • Gluchowski; Bischoff; Garst; Kaplan; Dietrich; Aswad; Gaffney; Aoki; Garcia; Wheeler Journal of Medicinal Chemistry, 1991 , vol. 34, # 1 p. 392 - 397
  • Route3

    References

    • WO2004/3001 A1, ; Page 10 ;

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

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Computational Chemistry Data

  • TPSA   55.76
  • LogP   0.2225
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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