4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-thiopyran 1,1-dioxide

CAS No. 1370535-33-3
Cat. No. CS-0135414
Purity≥98%
MDL No.MFCD18447548

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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-thiopyran 1,1-dioxide|CS-0135414

Structure of 1370535-33-3

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Description

This boronate-functionalized thiopyran dioxide integrates readily into Suzuki-Miyaura coupling reactions under standard conditions. The tetramethylborolane moiety provides excellent stability and moisture tolerance, while the electron-deficient sulfone group enhances reactivity in cross-coupling workflows.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-thiopyran 1,1-dioxide serves as a robust boronate building block for Suzuki-Miyaura coupling reactions. Its tetramethyl-substituted dioxaborolane moiety confers excellent stability and shelf life, while the sulfone-containing thiopyran scaffold provides defined stereochemical control and functional group tolerance. The compound enables efficient C–C bond formation under mild conditions, facilitating the synthesis of complex heterocyclic architectures common in pharmaceutical discovery and materials science.

General Information

CAS No. 1370535-33-3
Cat. No. CS-0135414
Purity ≥98%
MDL No. MFCD18447548
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉BO₄S
Molecular Weight 258.14
Synonym(s) 2H-Thiopyran, 3,6-dihydro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dioxide
SMILES O=S1(CC=C(B2OC(C)(C)C(C)(C)O2)CC1)=O

Computational Chemistry Data

TPSA 52.6
LogP 1.3627
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-thiopyran 1,1-dioxide

CAS No. 1370535-33-3

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