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CS-W001157 4
Total: USD 88.00

m-Dithiane-2-carboxylic acid, ethyl ester

  • CAS No. 20462-00-4

  • Cat. No. CS-0020890
  • Purity≥98%
  • MDL No.MFCD00006657

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

m-Dithiane-2-carboxylic acid, ethyl ester|CS-0020890

Structure of 20462-00-4

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General Information

  • CAS No. 20462-00-4
  • Cat. No. CS-0020890
  • Purity ≥98%
  • MDL No. MFCD00006657
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₂S₂
  • Molecular Weight 192.30
  • Synonym(s) 2-(Ethoxycarbonyl)-1,3-dithiane; Ethyl 1,3-dithiane-2-carboxylate; 1,3-Dithiane-2-carboxylic Acid Ethyl Ester
  • SMILES O=C(OCC)C1SCCCS1

Description

Ethyl 1,3-dithiane-2-carboxylate is an -keto acid equivalent and bulky equivalent of acetate. It participates in syn-selective aldol reactions. It can be prepared from the reaction of ethyl diethoxyacetate and 1,3-propanedithiol in the presence of BF3/Et2O. Asymmetric oxidation of ethyl 1,3-dithiane-2-carboxylate by Modena protocol has been reported to afford trans bis-sulfoxide in 60% yield. Carbanion from ethyl 1,3-dithiane-2-carboxylate may be employed for the preparation of -keto esters.

Synthesis

  • Route1

    References

    • BAYER PHARMACEUTICALS CORPORATION Patent: WO2005/99705 A2, 2005 ; Location in patent: Page/Page column 48 ;
  • Route2

    References

    • Rivera, Nancy Gonzalez; Becerril, David Corona; Guadarrama-Perez, Carlos; Covarrubias-Zuniga, Adrian; Avila-Zarraga, Jose Gustavo; Romero-Ortega, Moises Tetrahedron Letters, 2007 , vol. 48, # 7 p. 1201 - 1204
  • Route3
    • In-stock
      1,3-Propanedithiol|CS-0621598
      109-80-8
    • null|null
      535-15-9
    • ~61%
    • In-stock
      m-Dithiane-2-carboxylic acid, ethyl ester|CS-0020890
      20462-00-4

    References

    • Lissel, Manfred Liebigs Annalen der Chemie, 1982 , # 9 p. 1589 - 1601

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Warning
UN#: 3272
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.7457
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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