Hydrochloric Acid → HCID 131730259, compound

A solution of tert-butyl 2,2-dimethyl-5-(methylthiomethyl)-1,3-dioxan-5-ylcarbamate (2.64 g, 9.06 mmol) in methanol (10 mL) was added to a solution of concentrated hydrochloric acid (8 mL) in methanol (100 mL) and concentrated under reduced pressure to give a yellow oil, which was purified by flash column chromatography (CH2Cl2:methanol:7 M methanolic ammonia, 5:2:1). The residue was reconverted to the hydrochloride salt by treatment with a solution of concentrated hydrochloric acid (1 mL) and methanol (5 mL) and concentration under reduced pressure to give the 2-amino-2-(methylthiomethyl)propane-1,3-diol, hydrochloride salt (1.37 g, 9.06 mmol, 100%). 1H NMR (D2O): δ 3.74 (s, 4H), 2.88 (s, 2H), 2.19 (s, 3H). 13C NMR (DMSO), δ ppm, 64.4 (2×CH2), 57.9, 48.9, 17.5. +ESMS Found 152.0744 (M—Cl−) C5H14NO2S requires 152.0745.

1. concentrationconcentrated under reduced pressure
2. customto give a yellow oil, which
3. customwas purified by flash column chromatography (CH2Cl2:methanol:7 M methanolic ammonia, 5:2:1)
4. concentrationThe residue was reconverted to the hydrochloride salt by treatment with a solution of concentrated hydrochloric acid (1 mL) and methanol (5 mL) and concentration under reduced pressure

ORD record

ord-b3320b51a9e24f0191b9c46158833b86

Source dataset

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08853224B2