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

CAS No. 2621932-42-9
Cat. No. CS-0159819
Molecule weight494.55
Purity≥97%
MDL No.None

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Triisopropyl((6-(methoxymethoxy)-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)ethynyl)silane|CS-0159819

Structure of 2621932-42-9

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General Information

CAS No. 2621932-42-9
Cat. No. CS-0159819
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₄₃BO₄Si
Molecular Weight 494.55
Synonym(s) TRIISOPROPYL((6-(METHOXYMETHOXY)-8-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NAPHTHALEN-1-YL)ETHY
SMILES COCOC1=CC(B2OC(C)(C(C)(O2)C)C)=C3C(C#C[Si](C(C)C)(C(C)C)C(C)C)=CC=CC3=C1

Description

Triisopropyl((6-(methoxymethoxy)-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)ethynyl)silane delivers a sterically protected boronate handle flanked by a methoxymethoxy-substituted naphthalene core. This bench-stable reagent integrates efficiently into Suzuki-Miyaura coupling workflows, enabling reliable C–C bond formation under mild conditions with minimal protodeboronation.

Application

Triisopropyl((6-(methoxymethoxy)-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)ethynyl)silane serves as a stable, bench-ready building block for palladium-catalyzed cross-coupling reactions. The naphthalene core with orthogonal methoxymethoxy and boronate ester groups enables sequential functionalization. Its triisopropylsilyl-protected alkyne facilitates efficient coupling, purification, and compatibility with diverse reaction conditions in complex molecule 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 36.92
LogP 6.6912
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Organosilicon compounds

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Drug Discovery Cancer KRAS

Key Words

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

CAS No. 2621932-42-9

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