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(S)-S-tert-Butyl 2-methylpropane-2-sulfinothioate

  • CAS No. 60011-16-7

  • Cat. No. CS-0154653
  • Purity≥97%
  • MDL No.None

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

(S)-S-tert-Butyl 2-methylpropane-2-sulfinothioate|CS-0154653

Structure of 60011-16-7

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General Information

  • CAS No. 60011-16-7
  • Cat. No. CS-0154653
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₈OS₂
  • Molecular Weight 194.36
  • Synonym(s) S-(tert-butyl) (S)-2-methylpropane-2-sulfinothioate
  • SMILES CC(C)(C)S[S@](=O)C(C)(C)C

Description

(S)-S-tert-Butyl 2-methylpropane-2-sulfinothioate features a chiral sulfinothioate moiety with enhanced stability and excellent solubility in organic media. This bench-stable reagent enables stereoselective sulfur transfer reactions under mild conditions, serving as a robust precursor in asymmetric synthesis.

Application

(S)-S-tert-Butyl 2-methylpropane-2-sulfinothioate serves as a chiral sulfine-based building block, enabling stereoselective sulfur-transfer reactions in synthetic sequences. Its tert-butyl thioether functionality offers enhanced bench stability and facilitates straightforward purification. The molecule functions effectively in transition-metal-catalyzed couplings and acts as a masked sulfenylating agent, supporting the construction of complex thioether-containing architectures with high configurational integrity.

Synthesis

  • Route1
    • null|null
      110-06-5
    • ~%
    • In-stock
      (R)-S-tert-Butyl 2-methylpropane-2-sulfinothioate|CS-0154654
      67734-35-4
    • In-stock
      (S)-S-tert-Butyl 2-methylpropane-2-sulfinothioate|CS-0154653
      60011-16-7

    References

    • Journal of the American Chemical Society, , vol. 104, # 20 p. 5412 - 5418

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   17.07
  • LogP   2.9803
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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