Pinacol (dichloromethyl) boronate
Product Information
Molecular Formula
C7H13BCl2O2
Molecular Weight
210.89
Description
Pinacol (dichloromethyl) boronate is a general reagent that was employed by Prof. Greg C. Fu and coworkers to achieve the iterative synthesis of asymmetric (secondary) alkyl boronate esters. These can be further derivatized through a growing suite of chemical transformations developed in the last decade (cross coupling, oxidation, amination, halogenation) that proceed with stereochemical fidelity.
Synonyms
1,3,2-Dioxaborolane, 2-(dichloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,Dichloromethyl pinacol boronate
IUPAC Name
2-(dichloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
SMILES
B1(OC(C(O1)(C)C)(C)C)C(Cl)Cl
InChI
InChI=1S/C7H13BCl2O2/c1-6(2)7(3,4)12-8(11-6)5(9)10/h5H,1-4H3
InChI Key
GQFQFYFLABSDDS-UHFFFAOYSA-N
Flash Point
201.2 °F
Purity
≥95%
Density
1.1423
Refractive Index
n/D 1.4511
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
210.0385652 g/mol
Monoisotopic Mass
210.0385652 g/mol
Topological Polar Surface Area
18.5Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
166
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-2021253565-A1 | Monoacylglycerol lipase modulators | 2020-02-10 |
| WO-2021160602-A1 | Monoacylglycerol lipase modulators | 2020-02-10 |
| WO-2014183221-A1 | Resveratrol analogs and therapeutic uses thereof | 2013-05-17 |
| EP-2763533-A1 | Triazolyl pde10 inhibitors | 2011-10-06 |
| US-2014249134-A1 | Triazolyl pde10 inhibitors | 2011-10-06 |
| US-9200001-B2 | Triazolyl PDE10 inhibitors | 2011-10-06 |
| WO-2013052526-A1 | Triazolyl pde10 inhibitors | 2011-10-06 |
| EP-2763533-B1 | Triazolyl pde10 inhibitors | 2011-10-06 |
| US-2013072555-A1 | Compositions and methods for treating metabolic diseases | 2010-01-20 |
| US-8889660-B2 | Methods for treating obesity or an obesity related condition | 2010-01-20 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 4973 | 1976-04-01 | Hyperactive children and the efficacy of psychoactive drugs as a treatment intervention | The American journal of orthopsychiatry |
