Ethanol → Diethyl[[[tris(4-methoxyphenyl)methyl]oxy]methyl][[[[bis(1-methylethyl)amino](ethoxy)phosphino]oxy]methyl]propanedioate

Participants

Reaction Steps

Compound 4 was prepared from 1 (553 mg, 1.0 mmol), chloro bis[(N,N,-diisopropyl)amino]phosphite (307 mg, 1.15 mmol), and ethanol (69 mg, 1.5 mmol) as described for 3. Isolation on a silica gel column using gradient from 5:93:2 to 40:58:2 ethyl acetate/hexane/triethylamine gave 4 (662 mg, 91%) as a colorless oil. HR FAB MS: found m/z 727.3486; C39H54NO10P requires 727.3485. 1H NMR (CDCl3) δ 7.40-7.27 (6H, m), 6.92-6.67 (6H, m), 4.37 (1H, dd, J=5.8 and 7.5 Hz), 4.26-4.02 (5H, m), 3.77 (9H, s), 3.68 (2H, s), 3.75-3.39 (2H, m), 3.20 (2H, m), 1.40-1.00 (21H, m). 13C NMR (CDCl3) δ 168.6 (C), 168.4 (C), 158.3 (C), 136.5 (C), 130.0 (CH), 113.0 (CH), 85.6 (C), 63.7 (CH2), 61.6 (CH2), 61.3 (CH2), 60.9 (CH2), 60.0 (CH2), 58.9 (C), 55.2 (CH3), 43.0 (CH), 42.8 (CH), 24.6 (CH3), 24.4 (CH3), 19.1 (CH3), 14.0 (CH3). 31P NMR (CDCl3) δ 145.6.

Provenance & Evidence