((2-Fluoro-6-(methoxymethoxy)-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)ethynyl)triisopropylsilane

Name: ((2-Fluoro-6-(methoxymethoxy)-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)ethynyl)triisopropylsilane
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CAS No. 2621932-37-2
Cat. No. CS-0159787
Purity≥96%
MDL No.MFCD34566906

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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((2-Fluoro-6-(methoxymethoxy)-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)ethynyl)triisopropylsilane|CS-0159787

Structure of 2621932-37-2

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Description

This naphthalene-based boronate ester features a triisopropylsilyl-protected alkyne, enabling stable, selective coupling in palladium-catalyzed cross-coupling reactions. The methoxymethoxy and fluorine substituents enhance solubility and electronic tuning, while the tetramethyl-1,3,2-dioxaborolane moiety ensures high reactivity under mild conditions.

Application

This versatile boronate ester serves as a robust building block for Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The triisopropylsilyl-protected alkyne offers enhanced stability and compatibility with diverse functional groups, while the naphthalene core provides a rigid, electron-deficient scaffold suitable for advanced heterocyclic and pharmaceutical synthesis. Bench-stable and readily purified, it functions effectively in multi-step sequences requiring orthogonal reactivity.

General Information

CAS No. 2621932-37-2
Cat. No. CS-0159787
Purity ≥96%
MDL No. MFCD34566906
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₄₂BFO₄Si
Molecular Weight 512.54
Synonym(s) None
SMILES FC(C=CC1=CC(OCOC)=CC(B2OC(C)(C)C(C)(C)O2)=C13)=C3C#C[Si](C(C)C)(C(C)C)C(C)C

Computational Chemistry Data

TPSA 36.92
LogP 6.8303
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 7

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

Quality Control

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Other Classifications

Building Blocks Functional Group Ether

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Alkyne

Building Blocks Functional Group Organosilicon compounds

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Drug Discovery Cancer KRAS

Key Words

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((2-Fluoro-6-(methoxymethoxy)-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)ethynyl)triisopropylsilane

CAS No. 2621932-37-2

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