Реакция #1591504

Уравнение реакции

HCl

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

sodium bicarbonate

Methyl chloroformate

→

title intermediate

Выход 91.0%

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

Выход 91.0%

Условия реакции

Обработка

1. 1
   workup.DISSOLUTIONwere dissolved
2. 2
   ЭкстракцияThe reaction mixture was extracted with ethyl acetate (3×5 mL)
3. 3
   Сушкаthe organic extracts were dried over sodium sulfate
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated
6. 6
   Другоеdried overnight under vacuum

Методика

A solution of (S)-amino-(tetrahydro-pyran-4-yl)-acetic acid (200 mg, 1.26 mmol) in saturated aqueous sodium bicarbonate solution (2.46 mL, 25.13 mmol) was stirred until all solids were dissolved. Methyl chloroformate (0.19 mL, 2.51 mmol) was added dropwise, the reaction mixture was stirred for 30 min, and 1N HCl was added to adjust pH to 1. The reaction mixture was extracted with ethyl acetate (3×5 mL) and the organic extracts were dried over sodium sulfate, filtered, concentrated and dried overnight under vacuum to give the title intermediate (248 mg, 91% yield) as a white, sticky solid. (m/z): [M+H]+ calcd for C9H15NO5 218.10. found 218.1.

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