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CS-W001157 4
Total: USD 88.00

Tetrahydro-2H-thiopyran-4-carboxylic acid 1,1-dioxide

  • CAS No. 64096-87-3

  • Cat. No. CS-W005642
  • Purity≥98%
  • MDL No.MFCD03102802

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

Tetrahydro-2H-thiopyran-4-carboxylic acid 1,1-dioxide|CS-W005642

Structure of 64096-87-3

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General Information

  • CAS No. 64096-87-3
  • Cat. No. CS-W005642
  • Purity ≥98%
  • MDL No. MFCD03102802
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₄S
  • Molecular Weight None
  • Synonym(s) tetrahydro-thiopyrane-4-carboxylic acid 1,1-dioxide
  • SMILES O=C(C(CC1)CCS1(=O)=O)O

Description

Tetrahydro-2H-thiopyran-4-carboxylic acid 1,1-dioxide features a sulfoxide-stabilized heterocyclic scaffold with enhanced polarity and metabolic stability. This oxidized thioether moiety imparts improved solubility and resistance to oxidative degradation. The carboxylic acid group enables direct conjugation or derivatization in synthetic routes. This compound serves as a valuable building block for bioactive molecule synthesis under standard conditions.

Application

Tetrahydro-2H-thiopyran-4-carboxylic acid 1,1-dioxide serves as a stable, bench-ready sulfone-containing building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its carboxylic acid functionality enables straightforward derivatization, while the sulfonyl group provides enhanced polarity and metabolic stability. The molecule exhibits excellent functional group tolerance in standard coupling reactions and facilitates efficient access to complex sulfur-containing scaffolds via well-established transformation pathways.

Synthesis

  • Route1
    • null|null
      1028854-35-4
    • ~%
    • In-stock
      Tetrahydro-2H-thiopyran-4-carboxylic acid 1,1-dioxide|CS-W005642
      64096-87-3

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2010/9964 A1, 2010 ; Location in patent: Page/Page column 74 ;
  • Route2
    • Methyl tetrahydro-2H-thiopyran-4-carboxylate 1,1-dioxide|CS-0100516
      917807-18-2
    • ~%
    • In-stock
      Tetrahydro-2H-thiopyran-4-carboxylic acid 1,1-dioxide|CS-W005642
      64096-87-3

    References

    • PFIZER LIMITED Patent: WO2006/136917 A1, 2006 ; Location in patent: Page/Page column 35 ; WO 2006/136917 A1
  • Route3
    • null|null
      77-77-0
    • In-stock
      Meldrum's acid|CS-D1154
      2033-24-1
    • ~%
    • In-stock
      Tetrahydro-2H-thiopyran-4-carboxylic acid 1,1-dioxide|CS-W005642
      64096-87-3

    References

    • TULARIK INC. Patent: WO2004/43958 A1, 2004 ; Location in patent: Page 56 ; WO 2004/043958 A1

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   71.44
  • LogP   -0.1042
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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