1-(methoxymethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indazole


Chemical Name: 1-(methoxymethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indazole
CAS Number: 1256360-14-1
Product Number: AG000O7U(AGN-PC-09PZMS)
Synonyms:
MDL No:
Molecular Formula: C15H21BN2O3
Molecular Weight: 288.1498

Identification/Properties


Properties
Storage:
Keep in dry area;2-8℃;
Form:
Solid

Safety Information


GHS Pictogram:
Signal Word:
Warning
UN#:
-
Hazard Statements:
H302-H315-H319-H335
Precautionary Statements:
P261-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



1-(Methoxymethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole is a versatile compound widely used in chemical synthesis due to its unique reactivity and functional group compatibility. This compound serves as a valuable building block in the synthesis of various organic molecules, including pharmaceuticals, agrochemicals, and materials.In organic synthesis, 1-(Methoxymethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole acts as a key intermediate in Suzuki-Miyaura cross-coupling reactions. This reaction allows for the efficient carbon-carbon bond formation between an aryl or vinyl boronic acid derivative and an organic halide or triflate substrate. The presence of the boronate ester moiety in 1-(Methoxymethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole enables selective and high-yielding cross-coupling reactions, making it a valuable tool in the construction of complex organic structures.Furthermore, the methoxymethyl protecting group in this compound provides stability to the reactive nitrogen atom in the indazole ring, allowing for precise control over the regioselectivity of subsequent transformations. This feature is particularly advantageous in multi-step synthesis where protection and deprotection strategies are crucial for achieving the desired molecular architecture.Overall, the strategic placement of functional groups in 1-(Methoxymethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole makes it a valuable and versatile intermediate in chemical synthesis, enabling the synthesis of diverse organic compounds with high efficiency and selectivity.