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E was stirred for 2 h and after that acidified to pH 2 with 2N HCl aqueous solution. Following evaporation, the residue was dissolved in ethyl acetate and washed with water. The resolution was dried more than Na2 SO4 and filtered. Following evaporation, the residue was subjected to flash column chromatography (50 ethyl acetate in hexane) to create the solution, Fmoc- L-S-(trans, trans-farnesyl) cysteine as an oil. To the DCM resolution of Fmoc-S-(trans, trans-farnesyl) cysteine was added cyclooctyl amine (1eq) and HOBt (1 eq). The answer was cooled to 0 C and treated with DCC (1 eq). The mixture was stirred overnight and filtered. The resolution was washed with saturated aqueous NaHCO3 and dried over anhydrous Na2 SO4 . Soon after filtration, the solvent was evaporated, and the residue was subjected to flash column separation (20 ethyl acetate in hexane) to produce the amide product as an oil. Pyrrolidine (20 eq) was added 4-Methylbenzylidene camphor Epigenetic Reader Domain PX-478 Biological Activity Towards the cysteine amide solution. Soon after 30 min, the answer was evaporated below vacuum along with the residue was purified by flash column (50 MeOH in ethyl acetate) to generate the solution as an oil. 1 HNMR: 1.16.70 (m, 26H), 1.90.20 (m, 8H), 2.45.80 (m, 5H), 3.90.ten (m, 1H), five.ten (m, 2H), 5.30 (m, 1H), 7.25.40 (br, 1H). HRMS (ESI) m/z: [M+H]+ calcd for C26 H47 N2 OS, 435.3404; found 435.3405. L-(3-Methoxycarbonylpropionyl)-S-(trans, trans-farnesyl) cysteine cyclooctyl amide (NSL-YHJ-2-84). Towards the resolution of L-S-(trans, trans-farnesyl) cysteine cyclooctyl amide (1 eq), succinic acid monomethyl ester (1 eq), and HOBt (1 eq) in CH2 Cl2 (DCM) (0.1 M) at 0 C was added DCC (1 eq), and also the resulting remedy was stirred overnight. Immediately after filtration, the option was washed with saturated aqueous NaHCO3 and dried more than anhydrous Na2 SO4 . Right after filtration, the solvent was evaporated, and also the residue was subjected to flash column separation (50 ethyl acetate in hexane) to create the methyl ester product as an oil.1 H NMR: 1.40.85 (m, 30H), 1.85.15 (m,8H), 2.49 (t, 5.5 Hz, 2H), 2.60(dd, 12.0, six.9 Hz, 2H), 2.75 (m, 2H), 3.00 (dd, 13.8, 5.1Hz, 1H), 3.22 (d, 7.5 Hz, 2H), three.68 (s, 3H), 3.96 (m, 1H), four.47 (m, 1H), five.08 (m, 2H), 5.24 (m, 1H), 6.52 (br, 2H).HRMS (ESI) m/z: [M+H]+ calcd for C31 H53 N2 O4 S, 549.3721; identified 549.3718. L-(3-Hydroxycarbonylpropionyl)-S-(trans, trans-farnesyl) cysteine cyclooctyl amide (NSL-YHJ-3-36). Towards the methanol answer of L-(3-Methoxycarbonylpropionyl)-S-(trans, trans-farnesyl) cysteine cyclooctyl amide (1 eq) at 0 C was added aqueous NaOH remedy (two eq), and also the resulting mixture was stirred at room temperature until no starting material was detected on TLC plates. The resolution was acidified to pH two with 2N HCl aqueous solution and extracted three instances with ethyl acetate. The combined organic layer was dried more than anhydrous Na2 SO4 . After filtration, the solvent was evaporated, and also the residue was subjected to flash column separation (ethyl acetate) to generate the acid item as an oil. 1 H NMR: 1.40.85 (m, 30H), 1.85.15 (m,8H), 2.55 (m, 2H), 2.70(m, 2H), two.75 (m, 3H), 2.72 (m, 1H), three.00 (m, 2H), three.94 (m, 1H), four.45 (m, 1H), five.08 (m, 2H), five.22 (m, 1H), 6.55 (br, 1H), 7.50 (br, 1H). HRMS (ESI) m/z: [M+H]+ calcd for C30 H51 N2 O4 S, 535.3570; discovered 535.3561. L-((4-Methylpiperazinyl) acetyl)-S-methyl cysteine cyclooctyl amide (NSL-YHJ-2-62)). To a mixture of N-(tert-butoxycarbonyl)-L-cysteine methyl ester (1 eq) and K2 CO3 (1 eq) inCancers 2021, 13,6 ofDMF at 0 C was added MeI (1.1 eq). Immediately after stirring for two h, the mixture was.

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Author: haoyuan2014