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CS-W001157 4
Total: USD 88.00

Propane-1,3-diyl bis(4-methylbenzenesulfonate)

  • CAS No. 5469-66-9

  • Cat. No. CS-W011753
  • Purity≥97%
  • MDL No.MFCD00013392

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

Propane-1,3-diyl bis(4-methylbenzenesulfonate)|CS-W011753

Structure of 5469-66-9

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General Information

  • CAS No. 5469-66-9
  • Cat. No. CS-W011753
  • Purity ≥97%
  • MDL No. MFCD00013392
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₀O₆S₂
  • Molecular Weight 384.46
  • Synonym(s) None
  • SMILES O=S(=O)(OCCCOS(=O)(=O)C1=CC=C(C=C1)C)C2=CC=C(C=C2)C

Description

Trimethylacetyl chloride is used as a precursor in the preparation of tert-butyl peroxypivalate, guttiferon A derivatives, which is potential for the treatment of malaria. It is used as a raw material in the production of synthetic acidamide medicament and phenol ester medicament. In addition to this, it is used for the synthesis of active pharmaceutical ingredients such as aminobenzylpenicilin, cephalexin, cefazolin, dipivefrin and dipivalyl epinephrine. It is also used in heavy polymerization, N-acylating agent for amines, Schiff bases, pyrrolidinones as well as an O-acylating agent for alcohols, lactones and saccharides.

Application

Propane-1,3-diyl bis(4-methylbenzenesulfonate) serves as a robust, bench-stable diol protecting group reagent, enabling efficient conversion of 1,2-diols to cyclic sulfonate intermediates. Its high functional group tolerance and ease of purification facilitate reliable glycosylation and stereocontrolled synthesis workflows. The reagent functions effectively in standard etherification and nucleophilic substitution protocols, offering predictable regioselectivity and compatibility with diverse substrates in complex molecule assembly.

Synthesis

  • Route1
    • null|null
      98-59-9
    • In-stock
      1,3-Propanediol|CS-W018490
      504-63-2
    • ~9%
    • 3-Hydroxypropyl 4-methylbenzenesulfonate|CS-0610312
      81842-71-9
    • In-stock
      Propane-1,3-diyl bis(4-methylbenzenesulfonate)|CS-W011753
      5469-66-9

    References

    • Organic Letters, , vol. 4, # 14 p. 2329 - 2332
  • Route2
    • null|null
      98-59-9
    • In-stock
      1,3-Propanediol|CS-W018490
      504-63-2
    • ~99%
    • In-stock
      Propane-1,3-diyl bis(4-methylbenzenesulfonate)|CS-W011753
      5469-66-9

    References

    • Yamamoto, Fumihiko; Oka, Hidenobu; Antoku, Shigetoshi; Ichiya, Yu-Ichi; Masuda, Kouji; Maeda, Minoru Biological and Pharmaceutical Bulletin, 1999 , vol. 22, # 6 p. 590 - 597
  • Route3
    • null|null
      56187-12-3
    • null|null
      98-59-9
    • ~0%
    • In-stock
      Propane-1,3-diyl bis(4-methylbenzenesulfonate)|CS-W011753
      5469-66-9
    • null|null
      75321-10-7

    References

    • Journal of Organic Chemistry, , vol. 57, # 18 p. 4998 - 5005

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   86.74
  • LogP   2.80434
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   8

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