1-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine

Name: 1-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine
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CAS No. 884507-21-5
Cat. No. CS-0045072
Purity≥97%
MDL No.None

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1-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine|CS-0045072

Structure of 884507-21-5

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Description

1-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine features a boronate ester group flanked by tetramethyl-substituted dioxaborolane rings, enabling stable coupling under mild conditions. The pyrrolidine moiety provides enhanced solubility and reactivity in Suzuki-Miyaura cross-coupling reactions. This bench-stable building block integrates readily into complex molecular architectures with high functional group tolerance.

Application

1-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine serves as a versatile Suzuki coupling partner, enabling efficient C–C bond formation under mild conditions. The boronate ester group exhibits excellent stability, tolerates a broad range of functional groups, and facilitates reliable cross-coupling with aryl halides and pseudohalides. Its pyrrolidine moiety provides a rigid, polar scaffold suitable for medicinal chemistry applications, while the tetramethyl-substituted dioxaborolane enhances reagent shelf life and simplifies purification.

General Information

CAS No. 884507-21-5
Cat. No. CS-0045072
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₄BNO₂
Molecular Weight 273.18
Synonym(s) 1-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine
SMILES CC1(C)C(C)(C)OB(C2=CC=CC=C2N3CCCC3)O1

Computational Chemistry Data

TPSA 21.7
LogP 2.586
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine

CAS No. 884507-21-5

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