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CS-W001157 4
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tert-Butyl (S)-4-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide

  • CAS No. 439948-91-1

  • Cat. No. CS-0048512
  • Purity≥97%
  • MDL No.None
  • HazMat Fee +

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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

    There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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

tert-Butyl (S)-4-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide|CS-0048512

Structure of 439948-91-1

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Description

This chiral sulfone scaffold features a bench-stable, moisture-tolerant oxathiazolidine core with defined stereochemistry at the 4-methyl position. The tert-butyl ester group enables straightforward deprotection under mild acidic conditions, while the sulfonyl moiety enhances solubility and stability. This configuration facilitates direct incorporation into peptide mimetics and constrained heterocyclic libraries via robust coupling protocols.

Application

tert-Butyl (S)-4-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide serves as a stable, bench-ready chiral building block for the synthesis of sulfur-containing heterocycles and peptidomimetics. Its oxathiazolidine core enables selective transformations under mild conditions, with excellent functional group tolerance and straightforward deprotection. The tert-butyl ester facilitates purification and isolation, while the stereochemistry is retained during key coupling steps, making it ideal for applications in medicinal chemistry and catalytic asymmetric synthesis.

General Information

  • CAS No. 439948-91-1
  • Cat. No. CS-0048512
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₅NO₅S
  • Molecular Weight 237.27
  • Synonym(s) tert-butyl(4S)-4-methyl-2,2-dioxo-1,2λ,3-oxathiazolidine-3-carboxylate
  • SMILES C[C@H]1COS(=O)(=O)N1C(=O)OC(C)(C)C

Computational Chemistry Data

  • TPSA   72.91
  • LogP   0.887
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   0

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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