Reference of 23877-12-5,Some common heterocyclic compound, 23877-12-5, name is tert-Butyl 2-bromo-2-methylpropanoate, molecular formula is C8H15BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Scheme 1. A solution of ethyl-(6-triisopropylsilanylsulfanyl-1, 2,3, 4- tetrahydro-naphthalen-2-yl)-carbamic acid 4-trifluoromethoxy-phenyl ester (260.0 mg; 0.46 MMOL) and tert-butyl 11-BROMOISOBUTYL RATE (130 uL, 0.69 MMOL) in anhydrous THF (2 mL) was cooled to 0 C, a 1.0 M solution of TBAF (690 uL, 0.69 MMOL) was added, then the reaction was warmed to RT, stirred for 1 h, and then diluted with water, extracted with Et20 (3 times). The combined organic extracts were dried over NA2SO4, and the solvent removed under reduced pressure. The crude residue was purified by flash chromatography eluting with Hexane-EtOAc (7: 1) to provide 229.2 mg (90%) of 2- {6- [ETHYL- (4-TRIFLUOROMETHOXY- PHENOXYCARBONYL)-AMINO]-5, 6,7, 8-TETRAHYDRONAPHTHALEN-2-YLSULFANYL}-2-METHYL- propionic acid tert-butyl ester as a light-color oil. 1H NMR (300 MHz, CDCI3) : S 6.95-7. 28 (m, 7 H), 4.34 (m, 1H), 3.41 (m, 2H), 2.96 (m, 2H), 2.91 (m, 2H), 3.41 (m, 2H), 2.06 (m, 2H), 1.44 (s, 6H), 1.42 (s, 9H), 1.28 (m, 3H) LC/MS: C28H34F3NO5SNA : m/z 576 (M+NA)
The synthetic route of 23877-12-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/37779; (2004); A1;; ; Patent; JANSSEN PHARMACEUTICA, N.V.; Demarest, Keith, T.; WO2004/37778; (2004); A1;,
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