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

Name: (R)-tert-Butyl 5-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide
Brand: ChemScene
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CAS No. 863453-61-6
Cat. No. CS-0053087
Purity≥97%
MDL No.None

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(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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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.

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

Computational Chemistry Data

TPSA 72.91
LogP 0.887
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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

CAS No. 863453-61-6

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