Reacción #2290316
ord-47a170b932204ece87c5c88b09c8970c
Ecuación de reacción
(S)-amino-(tetrahydro-pyran-4-yl)-acetic acid
sodium bicarbonate
Methyl chloroformate
→
title intermediate
Rendimiento 99.7%
(S)-Methoxycarbonylamino-(tetrahydro-pyran-4-yl)-acetic acid
Rendimiento 99.7%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1workup.DISSOLUTIONwere dissolved
- 2ExtracciónThe reaction mixture was extracted with ethyl acetate (3×15 mL)
- 3Secadothe organic extracts were dried over sodium sulfate
- 4Filtraciónfiltered
- 5Concentraciónconcentrated
- 6Otrodried overnight under vacuum
Procedimiento
A solution of (S)-amino-(tetrahydro-pyran-4-yl)-acetic acid (1 g, 6.28 mmol) in saturated aqueous sodium bicarbonate solution (12.32 mL, 125.6 mmol) was stirred until all solids were dissolved. Methyl chloroformate (0.97 mL, 12.56 mmol) was added dropwise, the reaction mixture was stirred for 1 h, and IN HCl was added to adjust pH to 1. The reaction mixture was extracted with ethyl acetate (3×15 mL) and the organic extracts were dried over sodium sulfate, filtered, concentrated and dried overnight under vacuum to give the title intermediate (1.36 g, 99% yield) as a white, sticky solid. (m/z): [M+H]+ calcd for C9H15NO5 218.10 found 218.3.