2-Iodopyridine-3-boronic acid MIDA ester
Product Information
Molecular Formula
C10H10BIN2O4
Molecular Weight
359.91
Description
Protected boronic acid with methylimindodiacetic acid (MIDA) that does not react under standard Suzuki-Miyuara coupling conditions, allowing for selective and iterative cross-coupling sequences. The MIDA boronate also provides prolonged shelf life and stability to typically unstable boronic acid derivatives.MIDA Boronates
IUPAC Name
1-(2-iodopyridin-3-yl)-5-methyl-2,8-dioxa-5-azonia-1-boranuidabicyclo[3.3.0]octane-3,7-dione
SMILES
[B-]12([N+](CC(=O)O1)(CC(=O)O2)C)C3=C(N=CC=C3)I
InChI
InChI=1S/C10H10BIN2O4/c1-14-5-8(15)17-11(14,18-9(16)6-14)7-3-2-4-13-10(7)12/h2-4H,5-6H2,1H3
InChI Key
BKKUMFIWXKJUSJ-UHFFFAOYSA-N
Melting Point
222-234 °C (decomposition)
Flash Point
Not applicable
Purity
95%
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
1
Exact Mass
359.97783 g/mol
Monoisotopic Mass
359.97783 g/mol
Topological Polar Surface Area
65.5Ų
Heavy Atom Count
18
Formal Charge
0
Complexity
399
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
