Epigallocatechin (-)-Epigallocatechin gallate were ml by quantitative conversion

Lica gel was added and the L epigallocatechin (-)-Epigallocatechin gallate Solvent was removed under vacuum. The rieself hige powder was in an empty cartridge loading section has been transferred CombiFlash 23 as a white solid, he solid after flash chromatography: 0-10, 1 min, 10-50, 20. 1H NMR: d7.43, 7.23 7.28, 3.07, 2.29 ppm, 13C NMR: d155.8, 141.5, 137.9, 136.6, 135.5, 130, 3, 129.9, 129.7, 127.1, 125.8, 119.5, 36.5, 20.6 ppm, HRMS calculated. for C16H19N2O: 255.1497, found 255.1492. 9 2.2 dimethylnonanenitrile hydroboration of 4 allylanisole in dioxane was a 50-ml round-bottomed flask equipped with a magnetic bar with 9-BBN dimer in a box, charged glove. The ball was plugged with a rubber septum and removed from the box She glove. Anhydrous 1,4-dioxane was added, followed by 4 allylanisole. Additionally USEFUL anhydrous dioxane was added to give a final concentration of 1.3 to 4 allylanisole basis. The reaction was stirred overnight at room temperature to obtain a clear homogeneous L Solution BBN 9th September. Reaction procedure: A 10 ml bottle was schchen charged with 11 finely ground K3PO4 2O and a bar magnet. Schchen the bottle Was sealed with a rubber stopper and filled with Ar 6 dimethylhexanenitrile bromine 2.2 was added via a syringe, was then an L Solution than 9 9 BBN. The reaction was performed in duplicate and after 18 h, the reaction mixtures were ml by quantitative conversion into a flask with 100 pear Shaped combined. Silica gel was added and the L Solvent was removed under vacuum. 0-5, 20 min: The free-flowing powder was obtained in the end of an empty cartridge shop CombiFlash solid 33 after flash chromatography was transferred. 1H NMR: d7.11, 6.84, 3.80, 2.54 2.58, 1.58 1.67, 1.42 1.55, 1.34 ppm, 13C NMR: d157.6, 134, 9, 129.3, 125.3, 113.6, 55.2, 41.1, 35.0, 32.4, 31.7, 29.5, 29.3, 29.1, 26, calculated 7, 25.3, HRMS. for C18H27NO: 273.2087, found 273.2096. 1,2,3 trimethoxy hydroboration propylbenzene allylanisole 5 of 4 in THF: An L solution was followed by 9 BBN allylanisole of 4 in an oven dried injected with 100 ml round bottom flask equipped with a magnetic stirrer. The reaction was stirred overnight at room temperature and the resulting L 9 September BBN solution was used directly. Reaction procedure: A 10 ml bottle was charged with 11 schchen of finely ground anhydrous K3PO4 and a bar magnet followed. Schchen the bottle Was sealed with a rubber stopper and filled with Ar added 5-bromo 1,2,3 trimethoxybenzene and 9 September BBN and H2O-injected L Solution through a syringe in succession with kr Ftigem stirring. The reaction was performed in duplicate and after 18 h, the reaction mixtures were ml by quantitative conversion into a flask with 100 pear Shaped combined. Silica gel was added and the L Solvent was removed under vacuum. The powder was transferred rieself hige into an empty cartridge shop CombiFlash solid 35 was obtained after flash chromatography: 0-20, 25 min. 1H NMR: d7.13, 6.86, 6.42, 3.86, 3.85, 3.81, 2.59 2.65, 1.90 2.00 ppm, 13C NMR: d157.7 , 153, 0, 138.2, 134.2 HRMS, 129.4, 113.7, 105.2, 60.9, 56.0, 55.3, 35.8, 34.6, 33.3 ppm , calc. for C19H24O4: 316.1669, found 316.1670. Hexanenitrile 6: A 10 ml bottle was charged with 11 schchen, 2 3 S acid methoxy Pyridinborons acids, tBuOK and a bar magnet. Schchen the bottle Was sealed with a rubber stopper and filled with Ar anhydrous dioxane and anhydrous methanolic.

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