Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1427311-76-9, name is (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, A new synthetic method of this compound is introduced below., COA of Formula: C12H16INO4
DMAP (463 mg, 3.80 mmol) and MsCl (177 mu?, 2.28 mmol) were added to a solution of compound 4 (400 mg, 0.76 mmol) in anhydrous CH2CI2 (5.0 mL) at 0C under a nitrogen atmosphere. The reaction was stirred at 0C for 10 mins and at room temperature for another 3 hours. The reaction was then diluted with CH2CI2 (20 mL). The solution was applied on a short silica gel plug (2 x 3 cm) and was eluted quickly with a hexane/ethyl acetate/triethylamine solvent system (80 mL, volume ratio: 80/20/0.5). The eluent was concentrated in vacuo, and the residue was mixed with (5)-l-(4-iodo-5-methoxy-2- nitrophenyl)-2,2-dimethyl-l-propanol (500 mg, 1.37 mmol). The mixture was heated at 115C for 45 min under a nitrogen atmosphere, cooled to room temperature and dissolved in THF (10 mL). w-Bu4NF (526 mg, 1.67 mmol) was added and the mixture was stirred at room temperature for 12 hours and then concentrated in vacuo. The residue was dissolved in CH2CI2 (50 mL) and washed with brine (50 mL), and the aqueous phase was extracted with CH2CI2 (20 mL) two times. The combined organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel chromatography to yield 6- chloro-9-(P-D-2′-deoxyribofuranosyl)-7-[(5)-l-(4-iodo-5-methoxy-2-nitrophenyl)-2,2- dimethyl-propyloxy]-methyl-7-deazapurine 51 (135 mg, 29% for three steps). 1H NMR (400 MHz, CDCl3): delta 8.56 (s, 1 H, H-2), 8.21 (s, 1 H, Ph-H), 7.34 (s, 1 H, H-8), 7.02 (s, 1 H, Ph- H), 6.35 (dd, 1 H, J= 6.0 and 8.8 Hz, Eta-Gamma), 5.20 (s, 1 H, Ph-CH), 4.76 (dd, 2 H, J= 12.4 and 36.4 Hz, 7-CH2), 4.74 (m, 1 H, H-3′), 4.13 (m, 1 H, H-4′), 3.96 (m, 1 H, H-5’a), 3.92 (s, 3 H, OCH3), 3.80 (m, 1 H, H-5’b), 2.85 (m, 1 H, H-2’a), 2.30 (m, 1 H, H-2’b), 0.83 (s, 9 H, C(CH3)3).
The synthetic route of 1427311-76-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
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