tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate

Name: tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate
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CAS No. 1562375-30-7
Cat. No. CS-0696763
Purity≥97%
MDL No.None

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tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate|CS-0696763

Structure of 1562375-30-7

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General Information

CAS No. 1562375-30-7
Cat. No. CS-0696763
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₉BO₄
Molecular Weight 308.22
Synonym(s) None
SMILES CC(C)(C)OC(=O)C1CCC(=CC1)B1OC(C)(C)C(C)(C)O1

Description

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate features a boronate ester group integrated into a cyclohexenyl framework, enabling efficient Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety ensures high stability and reactivity under standard conditions. This bench-stable reagent facilitates the direct introduction of functionalized cyclohexenyl units into complex molecular architectures.

Application

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate serves as a stable, bench-ready boron building block for palladium-catalyzed cross-coupling reactions. The cyclohexenyl scaffold enables efficient access to substituted dienes and conjugated systems, while the tert-butyl ester offers orthogonal protection and facile downstream modification. Its high functional group tolerance and compatibility with standard Suzuki-Miyaura conditions make it ideal for iterative synthesis of complex molecular architectures in medicinal chemistry and materials science.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 44.76
LogP 3.686
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate

CAS No. 1562375-30-7

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