Réaction #1587712

Équation de réaction

HCl

(S)-amino-(tetrahydro-pyran-4-yl)-acetic acid

sodium bicarbonate

Methyl chloroformate

→

title intermediate

Rendement 99.7%

(S)-Methoxycarbonylamino-(tetrahydro-pyran-4-yl)-acetic acid

Rendement 99.7%

Conditions de réaction

Traitement

1. 1
   workup.DISSOLUTIONwere dissolved
2. 2
   ExtractionThe reaction mixture was extracted with ethyl acetate (3×15 mL)
3. 3
   Séchagethe combined organic extracts were dried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated
6. 6
   Autredried overnight under vacuum

Mode opératoire

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 combined 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.

Source