Computed Properties of C7H9BO3In 2019 ,《Installation of Minimal Tetrazines through Silver-Mediated Liebeskind-Srogl Coupling with Arylboronic Acids》 was published in Journal of the American Chemical Society. The article was written by Lambert, William D.; Fang, Yinzhi; Mahapatra, Subham; Huang, Zhen; am Ende, Christopher W.; Fox, Joseph M.. The article contains the following contents:
Described is a general method for the installation of a minimal 6-methyltetrazin-3-yl group via the 1st example of a Ag-mediated Liebeskind-Srogl cross-coupling. The attachment of bioorthogonal tetrazines on complex mols. typically relies on linkers that can neg. impact the physiochem. properties of conjugates. Cross-coupling with arylboronic acids and a new reagent, 3-((p-biphenyl-4-ylmethyl)thio)-6-methyltetrazine (b-Tz), proceeds under mild, PdCl2(dppf)-catalyzed conditions to introduce minimal, linker-free tetrazine functionality. Safety considerations guided the authors’ design of b-Tz which can be prepared on decagram scale without handling hydrazine and without forming volatile, high-N tetrazine byproducts. Replacing conventional Cu(I) salts used in Liebeskind-Srogl cross-coupling with a Ag2O mediator resulted in higher yields across a broad library of aryl and heteroaryl boronic acids and provides improved access to a fluorogenic tetrazine-BODIPY conjugate. A covalent probe for MAGL incorporating 6-methyltetrazinyl functionality was synthesized in high yield and labeled endogenous MAGL in live cells. This new Ag-mediated cross-coupling method using b-Tz is anticipated to find addnl. applications for directly introducing the tetrazine subunit to complex substrates. The results came from multiple reactions, including the reaction of 3-Methoxyphenylboronic acid(cas: 10365-98-7Computed Properties of C7H9BO3)
3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Computed Properties of C7H9BO3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem