4-(tert-Butyldimethylsilyloxy)phenylboronic Acid
Product Information
Molecular Formula
C12H21O3BSi
Molecular Weight
252.19
Description
Reactant involved in: Asymmetric addition reactions with β-substituted cyclic enones; Hydroarylation and heterocyclization with phenylpropiolates; Double Suzuki-Miyaura coupling reactionsStarting material for the synthesis of red electroluminescent polyfluorenes. Reactant involved in the synthesis of biologically active molecules including: Phenylpyridone derivatives as MCH1R antagonists; Atromentin and its O-alkylated derivatives; Gelatinases and MT1-MMP inhibitors.
Synonyms
[4-[tert-butyl(dimethyl)silyl]oxyphenyl]boronic acid; [4-[tert-butyl(dimethyl)silyl]oxyphenyl]boronic acid
IUPAC Name
[4-[tert-butyl(dimethyl)silyl]oxyphenyl]boronic acid
SMILES
B(C1=CC=C(C=C1)O[Si](C)(C)C(C)(C)C)(O)O
InChI
InChI=1S/C12H21BO3Si/c1-12(2,3)17(4,5)16-11-8-6-10(7-9-11)13(14)15/h6-9,14-15H,1-5H3
InChI Key
NVHHEADQQACSCJ-UHFFFAOYSA-N
Boiling Point
321.4 °C at 760 mmHg
Melting Point
194-198 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95 %
Density
1.01 g/cm3
LogP
1.75040
Safety Information
Precautionary Statement
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
4
Exact Mass
252.1353012 g/mol
Monoisotopic Mass
252.1353012 g/mol
Topological Polar Surface Area
49.7Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
243
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 |
|---|---|---|
| WO-2019211809-A1 | Chemiluminescent imidazopyrazinone-based photosensitizers with available singlet and triplet excited states | 2018-05-04 |
| EP-3788116-A1 | Chemiluminescent imidazopyrazinone-based photosensitizers with available singlet and triplet excited states | 2018-05-04 |
| AU-2018316620-A1 | Macrocyclic MCL-1 inhibitors and methods of use | 2017-08-15 |
| AU-2018317828-A1 | Macrocyclic MCL-1 inhibitors and methods of use | 2017-08-15 |
| AU-2018317836-A1 | Macrocyclic MCL-1 inhibitors and methods of use | 2017-08-15 |
| CA-3073108-A1 | Macrocyclic mcl-1 inhibitors and methods of use | 2017-08-15 |
| CA-3073112-A1 | Macrocyclic mcl-1 inhibitors and methods of use | 2017-08-15 |
| EP-3652184-A1 | Macrocyclic mcl-1 inhibitors and methods of use | 2017-08-15 |
| KR-20200041942-A | Macrocyclic MCL-1 inhibitors and uses thereof | 2017-08-15 |
| TW-201920193-A | Macrocyclic MEL-1 inhibitor and method of use | 2017-08-15 |
