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(R)-tert-Butyl 5-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide

  • CAS No. 863453-61-6

  • Cat. No. CS-0053087
  • Molecule weight237.27
  • Purity≥97%
  • MDL No.None

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

(R)-tert-Butyl 5-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide|CS-0053087

Structure of 863453-61-6

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General Information

  • CAS No. 863453-61-6
  • Cat. No. CS-0053087
  • 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) 2-Methyl-2-propanyl (5R)-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

(R)-tert-Butyl 5-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide is a chiral sulfonamide precursor featuring a bench-stable, moisture-tolerant oxathiazolidine scaffold. The stereochemistry at the C5 position enables selective transformations in asymmetric synthesis. This compound integrates readily into peptide-like architectures and supports efficient derivatization under mild conditions.

Application

(R)-tert-Butyl 5-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide serves as a stable, bench-ready chiral building block for the synthesis of sulfonamide-containing heterocycles. Its oxidized oxathiazolidine core enables controlled reactivity in nucleophilic displacement and cyclization reactions, facilitating access to biologically relevant scaffolds. The tert-butyl ester group offers straightforward deprotection under mild acidic conditions, enhancing utility in iterative synthesis workflows.

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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