(3-Phthalimidomethylphenyl)boronic acid pinacol ester
Product Information
Molecular Formula
C21H22BNO4
Molecular Weight
363.21
Description
Boronic ester incorporating a phthalimide-functionalized phenyl ring, available for purchase for Suzuki-Miyaura coupling and organoboron studies. Widely used in biaryl synthesis, boronate ester modification, and heterocyclic intermediate development.
Synonyms
2-(3-(4,4,5,5-Tetramethyl-(1,3,2)dioxaborolan-2-yl)-benzyl)-isoindole-1,3-dione
IUPAC Name
2-[[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]isoindole-1,3-dione
SMILES
B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)CN3C(=O)C4=CC=CC=C4C3=O
InChI
InChI=1S/C21H22BNO4/c1-20(2)21(3,4)27-22(26-20)15-9-7-8-14(12-15)13-23-18(24)16-10-5-6-11-17(16)19(23)25/h5-12H,13H2,1-4H3
InChI Key
VUVHVGXLUGUXHJ-UHFFFAOYSA-N
Boiling Point
513°C at 760 mmHg
Flash Point
Not applicable
Purity
98%
Density
1.23g/cm3
Safety Information
Hazards
H301 - H317
Precautionary Statement
P280 - P301 + P310
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Exact Mass
363.1641883 g/mol
Monoisotopic Mass
363.1641883 g/mol
Topological Polar Surface Area
55.8Ų
Heavy Atom Count
27
Formal Charge
0
Complexity
579
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
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2011098311-A1 | Compositions for treatment of cystic fibrosis and other chronic diseases | 2009-10-22 |
| US-2014121208-A1 | Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases | 2009-10-22 |
| US-2014329814-A2 | Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases | 2009-10-22 |
| US-2015150879-A2 | Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases | 2009-10-22 |
| US-2015231142-A1 | Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases | 2009-10-22 |
| CA-2728985-A1 | Modulators of atp-binding cassette transporters for treating cystic fibrosis | 2007-06-29 |
| WO-2009006315-A1 | Modulators of atp-binding cassette transporters for treating cystic fibrosis | 2007-06-29 |
| AU-2006336504-A1 | 1-(benzo [D] [1,3] dioxol-5-yl) -N- (phenyl) cyclopropane- carboxamide derivatives and related compounds as modulators of ATP-Binding Cassette transporters for the treatment of Cystic Fibrosis | 2005-12-28 |
| AU-2006336504-B2 | 1-(benzo [D] [1,3] dioxol-5-yl) -N- (phenyl) cyclopropane- carboxamide derivatives and related compounds as modulators of ATP-Binding Cassette transporters for the treatment of Cystic Fibrosis | 2005-12-28 |
| AU-2006336504-C1 | 1-(benzo [D] [1,3] dioxol-5-yl) -N- (phenyl) cyclopropane- carboxamide derivatives and related compounds as modulators of ATP-Binding Cassette transporters for the treatment of Cystic Fibrosis | 2005-12-28 |
