The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Nanomole-scale high-throughput chemistry for the synthesis of complex molecules》. Authors are Buitrago Santanilla, Alexander; Regalado, Erik L.; Pereira, Tony; Shevlin, Michael; Bateman, Kevin; Campeau, Louis-Charles; Schneeweis, Jonathan; Berritt, Simon; Shi, Zhi-Cai; Nantermet, Philippe; Liu, Yong; Helmy, Roy; Welch, Christopher J.; Vachal, Petr; Davies, Ian W.; Cernak, Tim; Dreher, Spencer D..The article about the compound:1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantanecas:97739-46-3,SMILESS:CC1(C2)OC(C3)(C)OC2(C)OC3(C)P1C4=CC=CC=C4).Safety of 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane. Through the article, more information about this compound (cas:97739-46-3) is conveyed.
At the forefront of new synthetic endeavors, such as drug discovery or natural product synthesis, large quantities of material are rarely available and timelines are tight. A miniaturized automation platform enabling high-throughput experimentation for synthetic route scouting to identify conditions for preparative reaction scale-up would be a transformative advance. Because automated, miniaturized chem. is difficult to carry out in the presence of solids or volatile organic solvents, most of the synthetic toolkit cannot be readily miniaturized. Using palladium-catalyzed cross-coupling reactions as a test case, we developed automation-friendly reactions to run in DMSO at room temperature This advance enabled us to couple the robotics used in biotechnol. with emerging mass spectrometry-based high-throughput anal. techniques. More than 1500 chem. experiments were carried out in less than a day, using as little as 0.02 mg of material per reaction. The synthesis of the target compounds was achieved using as starting materials N-(1,1-dimethylethyl)-4′-[(6-iodo-4-oxo-2-propyl-3(4H)-quinazolinyl)methyl][1,1′-biphenyl]-2-sulfonamide, (5R)-3-(3-fluoro-4-iodophenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-2-oxazolidinone, 7-[(3-bromo-4-methoxyphenyl)methyl]-1-ethyl-3,7-dihydro-8-[[(1R,2R)-2-hydroxycyclopentyl]amino]-3-(2-hydroxyethyl)-1H-purine-2,6-dione. Other reactants included (3R,4S)-3-[[[[3-bromo-5-(3-methoxypropyl)-4-methylphenyl]methyl]cyclopropylamino]carbonyl]-4-(1,2-dihydro-1-methyl-2-oxo-4-pyridinyl)-1-piperidinecarboxylic acid 1,1-dimethylethyl ester, 1-[(4-chlorophenyl)methyl]-3-[(1,1-dimethylethyl)thio]-5-(3-isoquinolinylmethoxy)-α,α-dimethyl-1H-indole-2-propanoic acid Me ester. Amine reactants included 1-piperazinecarboxylic acid Et ester, 1-(aminomethyl)cyclopropanecarboxylic acid ester, carbamic acid 1,1-dimethylethyl ester, 4-fluoro-2-pyridinamine, 2-thiophenesulfonamide, 2-(dimethylamino)acetamide, cyclopropanecarboximidamide, 1-methly-1H-pyrazole-2-ethanol, 2-cyano-N,N-dimethylacetamide, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 2-(ethynyl)pyrazine. A series of catalysts and reagents was evaluated.
After consulting a lot of data, we found that this compound(97739-46-3)Safety of 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane can be used in many types of reactions. And in most cases, this compound has more advantages.
Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics