tert-butyl 6-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole-1-carboxylate


Chemical Name: tert-butyl 6-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole-1-carboxylate
CAS Number: 1256360-00-5
Product Number: AG000O6T(AGN-PC-09PZMF)
Synonyms:
MDL No:
Molecular Formula: C20H28BNO5
Molecular Weight: 373.2510

Identification/Properties


Properties
BP:
485.6°C at 760 mmHg
Storage:
Keep in dry area;-10 ℃;
Form:
Solid
Computed Properties
Molecular Weight:
373.256g/mol
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
5
Rotatable Bond Count:
4
Exact Mass:
373.206g/mol
Monoisotopic Mass:
373.206g/mol
Topological Polar Surface Area:
58.9A^2
Heavy Atom Count:
27
Formal Charge:
0
Complexity:
557
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
0
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information


NMR Spectrum


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Chemical Structure



1-Boc-6-methoxyindole-3-boronic acid pinacol ester is a valuable compound widely used in chemical synthesis as a versatile building block. Its application in organic chemistry primarily lies in its ability to participate in various cross-coupling reactions, particularly in Suzuki-Miyaura couplings. By serving as a boronic acid derivative, this compound can engage in palladium-catalyzed coupling reactions with a range of electrophiles, such as aryl halides or pseudohalides, to form complex molecular structures. Furthermore, the presence of a Boc (tert-butyloxycarbonyl) protecting group enables selective manipulation of the indole moiety, allowing for controlled reactions at specific sites within a molecule. This compound's versatility and utility make it a valuable tool for the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.