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CS-W001157 4
Total: USD 88.00

Tetrahydro-2H-pyran-4-yl methanesulfonate

  • CAS No. 134419-59-3

  • Cat. No. CS-0046812
  • Molecule weight180.22
  • Purity≥97%
  • MDL No.MFCD11505063

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

Tetrahydro-2H-pyran-4-yl methanesulfonate|CS-0046812

Structure of 134419-59-3

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General Information

  • CAS No. 134419-59-3
  • Cat. No. CS-0046812
  • Purity ≥97%
  • MDL No. MFCD11505063
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂O₄S
  • Molecular Weight 180.22
  • Synonym(s) Tetrahydropyran-4-yl methanesulfonate
  • SMILES O=S(OC1CCOCC1)(C)=O

Description

(+)-Dibenzoyl-D-tartaric acid monohydrate is used as a chiral separation and racemization agent for amines. It is also used as a pharmaceutical raw material.

Application

Tetrahydro-2H-pyran-4-yl methanesulfonate serves as a robust, bench-stable protecting group for diols and polyols, enabling selective protection in complex molecule synthesis. Its methanesulfonyl (Ms) leaving group facilitates efficient displacement reactions, supporting nucleophilic substitution, cross-coupling, and glycosylation protocols. The tetrahydropyranyl (THP) moiety offers excellent stability under basic conditions while permitting mild acidolysis for deprotection, making it a practical choice in carbohydrate chemistry and medicinal intermediate synthesis.

Synthesis

  • Route1
    • In-stock
      Tetrahydro-2H-pyran-4-ol|CS-W004264
      2081-44-9
    • null|null
      124-63-0
    • ~99%
    • In-stock
      Tetrahydro-2H-pyran-4-yl methanesulfonate|CS-0046812
      134419-59-3

    References

    • Incyte Corporation; Lu, Liang; He, Chunhong; Yao, Wenqing Patent: US2014/45814 A1, 2014 ; Location in patent: Paragraph 0245; 0246 ;
  • Route2

    References

    • Gruenenthal GmbH Patent: US2012/46301 A1, 2012 ; US 20120046301 A1
  • Route3

    References

    • Heuberger; Owen Journal of the Chemical Society, 1952 , p. 910,913

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

Quality Control

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   0.1416
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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