Hydrochloric Acid → HCID 86588250, compound

To a solution of phosphoric acid 2,2-dimethyl-[1,3]-dioxolan-4-yl ester dimethyl ester (600 mg, 2.5 mmol) in 3.0 mL of dichloromethane and 0.5 mL of methanol was added 3.5 mL of 1 M solution of hydrogen chloride in dimethylether dropwise. The reaction mixture was stirred for 5 h at room temperature and concentrated. The residue was purified by silica gel chromatography eluting with CH2Cl2-Methanol (9:1) to yield 321 mg (69%) of phosphoric acid 1,2-dihydroxy-ethyl ester dimethyl ester as an oil. 1H NMR (400 MHz, DMSO-d6) δ 4.99 (d, J=5.2 Hz, 1H, OH), 4.66 (t, J=5.6 Hz, 1H, OH), 3.93-3.98 (m, 1H), 3.78-3.83 (m, 1H), 3.65 (d, J=11.2 Hz, 6H), and 3.27-3.37 (m, 3H). 31P NMR (162 MHz, d6-DMSO) δ 2.51.

1. concentrationconcentrated
2. customThe residue was purified by silica gel chromatography
3. washeluting with CH2Cl2-Methanol (9:1)

ORD record

ord-549c2420ca8b46109349ed05d173e68c

Source dataset

uspto-grants-2004_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06797725B2