Reacción #2263637

Ecuación de reacción

HCl

(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%

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISSOLUTIONwere dissolved
2. 2
   ExtracciónThe reaction mixture was extracted with ethyl acetate (3×15 mL)
3. 3
   Secadothe organic extracts were dried over sodium sulfate
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated
6. 6
   Otrodried 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 1N 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.

Fuente