In 2019.0 J AM CHEM SOC published article about TRANS-CYCLOOCTENE; BIOORTHOGONAL REACTIONS; SMALL MOLECULES; 1,2,4,5-TETRAZINES; REACTIVITY; PROBES; CELLS; CLICK; ARYLTETRAZINES; DIENOPHILE in [Lambert, William D.; Fang, Yinzhi; Fox, Joseph M.] Univ Delaware, Dept Chem & Biochem, Newark, DE 19716 USA; [Mahapatra, Subham; Ende, Christopher W. Am] Pfizer Worldwide Res & Dev, Eastern Point Rd, Groton, CT 06340 USA; [Huang, Zhen] Pfizer Worldwide Res & Dev, 1 Portland St, Cambridge, MA 02139 USA in 2019.0, Cited 65.0. The Name is 1,1,1-Triethoxyethane. Through research, I have a further understanding and discovery of 78-39-7. Recommanded Product: 1,1,1-Triethoxyethane
Described is a general method for the installation of a minimal 6-methyltetrazin-3-yl group via the first example of a Ag-mediated Liebeskind-Srogl cross-coupling. The attachment of bioorthogonal tetrazines on complex molecules typically relies on linkers that can negatively impact the physiochemical 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 our design of b-Tz which can be prepared on decagram scale without handling hydrazine and without forming volatile, high-nitrogen 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 additional applications for directly introducing the tetrazine subunit to complex substrates.
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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com