2-Cyclopentyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-Cyclopentyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 66217-55-8
Cat. No. CS-0468715
Purity≥95%
MDL No.None

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2-Cyclopentyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0468715

Structure of 66217-55-8

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General Information

CAS No. 66217-55-8
Cat. No. CS-0468715
Purity ≥95%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁BO₂
Molecular Weight 196.09
Synonym(s) 2-cyclopentyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
SMILES CC1(C)C(C)(C)OB(C2CCCC2)O1

Description

2-Cyclopentyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a bench-stable boronate reagent featuring a cyclopentyl group that enhances lipophilicity and metabolic stability. The tetramethyl substitution pattern confers exceptional air and moisture tolerance, enabling reliable use in Suzuki-Miyaura cross-coupling reactions under standard conditions. This derivative integrates seamlessly into complex molecular architectures with minimal side-reaction risk.

Application

2-Cyclopentyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent for Suzuki-Miyaura cross-coupling reactions. Its sterically protected boronate moiety enables high functional group tolerance and reliable coupling with aryl and vinyl halides. The cyclopentyl substituent provides enhanced solubility and compatibility in polar reaction media, facilitating efficient transformations in medicinal chemistry and process-scale synthesis.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 18.46
LogP 3.0228
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclopentane compounds

Key Words

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2-Cyclopentyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 66217-55-8

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