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CS-W001157 4
Total: USD 88.00

(S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate

  • CAS No. 112052-11-6

  • Cat. No. CS-0469993
  • Purity≥98%
  • MDL No.MFCD08704351

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

(S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate|CS-0469993

Structure of 112052-11-6

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General Information

  • CAS No. 112052-11-6
  • Cat. No. CS-0469993
  • Purity ≥98%
  • MDL No. MFCD08704351
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄O₄S
  • Molecular Weight 242.29
  • Synonym(s) Tetrahydrofuran-3-yl 4-methylbenzenesulfonate
  • SMILES CC1=CC=C(C=C1)S(=O)(=O)O[C@H]1CCOC1

Description

(S)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate is a chiral, bench-stable sulfonate ester featuring a stereodefined tetrahydrofuran moiety. This reagent facilitates selective O-alkylation in asymmetric synthesis, enabling efficient construction of complex oxygenated scaffolds under mild conditions. The para-methylphenyl group enhances solubility and stability during reaction workflows.

Application

(S)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate serves as a robust chiral auxiliary for stereoselective synthesis, enabling efficient functionalization at the C3 position of tetrahydrofuran. Its bench-stable nature and compatibility with nucleophilic substitution reactions facilitate straightforward access to functionalized heterocycles. The tosyl group provides excellent leaving-group capability under mild conditions, supporting diverse transformations in complex molecule assembly.

Synthesis

  • Route1
    • (S)-Tetrahydrofuran-3-ol Empagliflozin Impurity|CS-0167272
      86087-23-2
    • null|null
      98-59-9
    • ~84%
    • In-stock
      (S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate|CS-0469993
      112052-11-6

    References

    • US2003/153752 A1, ;
  • Route2
    • In-stock
      (R)-Tetrahydrofuran-3-ol(Rotation(-))|CS-W002310
      86087-24-3
    • null|null
      98-59-9
    • ~80%
    • In-stock
      (S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate|CS-0469993
      112052-11-6

    References

    • US8334292 B1, ; Page/Page column 79-80 ; US 8334292 B1
  • Route3
    • (S)-Tetrahydrofuran-3-ol Empagliflozin Impurity|CS-0167272
      86087-23-2
    • ~80%
    • In-stock
      (S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate|CS-0469993
      112052-11-6

    References

    • Tetrahedron, , vol. 43, # 21 p. 5073 - 5088

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   1.48922
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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