Synthesis
The general procedure for the synthesis of methyl 2-amino-2-(tetrahydro-2H-pyran-4-yl)acetate from methyl 2-(benzyloxycarbonylamino)-2-(tetrahydro-2H-pyran-4-yl)acetate was as follows: a mixture of methyl N-Cbz-dehydropyranosylglycinate (5.2 g, 17 mmol), 5% Pd/C catalyst (500 mg), methanol (75 mL) and tetrahydrofuran ( A mixture of methanol (75 mL) and tetrahydrofuran (25 mL) was placed under hydrogen atmosphere for 24 hours. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the diatomaceous earth was washed with methanol. The filtrate was concentrated under reduced pressure to give methyl 2-amino-2-(tetrahydro-2H-pyran-4-yl)acetate in quantitative yield as a colorless oil, which can be used directly in the next step of the reaction.
References
[1] Patent: WO2006/69063, 2006, A1. Location in patent: Page/Page column 80
[2] Patent: WO2010/21934, 2010, A2. Location in patent: Page/Page column 40-41
[3] Patent: WO2007/106192, 2007, A2. Location in patent: Page/Page column 50
[4] Patent: WO2008/134679, 2008, A1. Location in patent: Page/Page column 74
[5] Patent: WO2013/131408, 2013, A1. Location in patent: Page/Page column 110; 111
