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CS-W001157 4
Total: USD 88.00

(S)-5-Methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester

  • CAS No. 396074-50-3

  • Cat. No. CS-0048508
  • Purity≥97%
  • MDL No.None

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

(S)-5-Methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester|CS-0048508

Structure of 396074-50-3

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General Information

  • CAS No. 396074-50-3
  • Cat. No. CS-0048508
  • 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 (S)-5-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide
  • SMILES C[C@H]1CN(C(=O)OC(C)(C)C)S(=O)(=O)O1

Description

This chiral oxathiazolidine derivative features a tert-butyl ester-protected carboxylic acid and a methyl-substituted sulfur-nitrogen heterocycle. The scaffold delivers stereochemical control in synthetic sequences involving cysteine analogs or thioether incorporation. Bench-stable under standard conditions, it integrates seamlessly into peptide mimetics and bioactive molecule synthesis.

Application

(S)-5-Methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester serves as a stable, bench-ready chiral building block for sulfur-containing heterocycles. Its sulfonamide-like functionality enables reliable participation in nucleophilic substitution and cyclization reactions, while the tert-butyl ester group provides excellent stability and straightforward deprotection under mild acidic conditions. This compound facilitates the synthesis of complex thiazolidine-based scaffolds relevant to medicinal chemistry and catalytic system development.

Safety Information

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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-P280-P302+P352

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Computational Chemistry Data

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

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