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

Name: 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine
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CAS No. 857283-63-7
Cat. No. CS-0061098
Purity≥97%
MDL No.None

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1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine|CS-0061098

Structure of 857283-63-7

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General Information

CAS No. 857283-63-7
Cat. No. CS-0061098
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₄BNO₂
Molecular Weight 273.18
Synonym(s) 1-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine
SMILES CC1(C)C(C)(C)OB(C2=CC(=CC=C2)N3CCCC3)O1

Description

1-(3-(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 in Suzuki-Miyaura reactions. The pyrrolidine moiety provides a polar, nitrogen-containing scaffold ideal for medicinal chemistry and macrocyclic peptide synthesis. This compound exhibits excellent bench stability and moisture tolerance under standard conditions.

Application

1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation under mild conditions. The boronate ester group exhibits high stability, excellent functional group tolerance, and compatibility with diverse reaction setups. Its pyrrolidine moiety provides a rigid, nitrogen-containing scaffold useful in medicinal chemistry and catalytic transformations. Ideal for modular synthesis of biaryl architectures and complex heterocyclic systems.

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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Computational Chemistry Data

TPSA 21.7
LogP 2.586
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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

CAS No. 857283-63-7

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