, 01 g 35%) RS/SR-4 1 H NMR (300 MHz, CDCl 3 ) ?: 8.44 (dd, J = 5, p.7, 1959.
10 (s, 9H), 1.09 (s, 3H), Hz, 1H), 3.44 (d, J = 12.6 Hz, 1H), 1.57 (d, J = 6.6 Hz, 3H), 1.12 (s, 3H) = 6.6 Hz), 60.1 (d, J C?P = 7.9 Hz), pp.89-92 ,
, CDCl 3 ) ?: 26.13. HRMS m/z (ESI) calcd for C, NMR (121 MHz, pp.417-2513
, CDCl 3 ) ?: 8.49 (m, 1H), NMR (400 MHz, 2008.
, ddd, J = 7.6, 4.9, 1.2 Hz, 1H), 5.09 (q, J = 6.7 Hz, 1H), 4.64 (s, 1H), 4.17 (m, 4H), 3.62 (d, J H?P = 26.4 Hz, 1H), 3.49 (d, J = 12.3 Hz, 1H), p.4, 2015.
33 (t, J = 7.1 Hz, 6H), 1.18 (s, 9H), 1.02 (s, 3H), 0.68 (s, 3H). 13 C NMR (101 MHz ,
,
,
, CDCl 3 ) ?: 27.29 HRMS m/z (ESI) calcd for C 20 H 38, NMR (162 MHz, pp.417-2515
1-((1-hydroxy-2-methylpropan-2-yl)((S)-1-( pyridin- 2-yl)ethoxy)amino)-2, pp.2-5 ,
Silver nitrate (244 mg, 1.5 eq., 1.44 mmol) was added and after stirring for 5 minutes, t-butyldimethylsilyl chloride (217 mg, 1.5 eq., 1.44 mmol) was added and stirring was continued at room temperature overnight At the end of the reaction period, the solution was washed with 10% NaHCO 3 solution and extracted with DCM. The combined organic phases were dried with MgSO 4 and the solvent was evaporated. The crude product was purified by flash chromatography ( petroleum ether/AcOEt 7 : 3) to afford RS/SR-5 ( pale yellow oil, 341 mg, 67%) 1 H NMR (400 MHz, 96 mmol) was dissolved in 20 mL THF, and pyridine was added (388 ?L, 5 eq CDCl 3 ) ?: 8.52 (ddd, J = 4.9, 1.8, 0.9 Hz, 1H) (d, J = 6.6 Hz, 3H), 1.17 (m, 18H), 1.03 (t, J = 7.1 Hz, 3H), 0.91 (s, 9H) Hz), 69.2, 65.4, 61.3 (d, J C?P = 6.4 Hz), 59.1 (d, J C?P = 7.6 Hz) 3H), 1.23 (s, 9H), 0.87 (s, 9H). 13 C NMR (101 MHz, p.477793631, 1958. ,
, 61.7 (d, J = 6.4 Hz)
, , pp.459-2624
, R)-1-(diethoxyphosphoryl)-2,2- dimethylpropyl)amino)oxy)-2-( pyridin-2-yl)ethyl acetate
, RR/SS-6 (490 mg, 1 eq., 1.18 mmol), CH 2 Cl 2 (10 mL), triethylamine (0.5 mL, 4 eq., 3.5 mmol), acetic anhydride (0.3 mL, 3 eq., 3 mmol) flash-column chromatography, PE/ acetone 9 : 1) RR/SS-7 (343 mg, 65%) as a colorless solid
, NMR (300 MHz 1H), 5.35 (dd, J = 6.5, 3.6 Hz, 1H), 4.76 (m, 2H), 3.88 ( p, J = 7.2 Hz 3H), 1.23 (s, 9H), 1.19 (t, J = 7.1 Hz Hz, 3H). 13 C NMR (101 MHz, pp.8-5569
, 30.7 (d, J = 5.9 Hz, 2C), 28.0 (3C) 16.1 (d, J = 6.8 Hz). 31 P NMR (162 MHz, pp.459-2623
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