Lithium Hydroxide → 6-(2-Methoxycarbonylamino-3-methyl-butyryl)-5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid

HRID 72038노트

반응식

HRID 72038 반응식
C([O:3][C:4]([CH:6]1[CH2:13][C:9]2([CH2:12][CH2:11][CH2:10]2)[O:8][N:7]1[C:14](=[O:24])[CH:15]([NH:19][C:20]([O:22][CH3:23])=[O:21])[CH:16]([CH3:18])[CH3:17])=[O:5])C.[OH-].[Li+]>C(O)C>[CH3:23][O:22][C:20]([NH:19][CH:15]([CH:16]([CH3:18])[CH3:17])[C:14]([N:7]1[CH:6]([C:4]([OH:5])=[O:3])[CH2:13][C:9]2([CH2:12][CH2:11][CH2:10]2)[O:8]1)=[O:24])=[O:21]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 666206496-(2-Methoxycarbonylamino-3-methyl-butyryl)-5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid ethyl ester

생성물 1

HCID 666210856-(2-Methoxycarbonylamino-3-methyl-butyryl)-5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 6-(2-methoxycarbonylamino-3-methyl-butyryl)-5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid ethyl ester (1.31 g, 3.83 mmol) in ethanol (10 mL) was added a solution of lithium hydroxide (1M in water, 7.6 mL, 7.6 mmol). The reaction was stirred at room temperature for 30 minutes. The reaction was partially concentrated and the resulting aqueous solution was washed with ethyl acetate. The ethyl acetate layer was discarded and the aqueous layer was acidified using concentrated HCl. The acidic aqueous layer was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried (MgSO4) and concentrated to yield crude 6-(2-methoxycarbonylamino-3-methyl-butyryl)-5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid, which was used without further purification.

후처리

  1. concentrationThe reaction was partially concentrated
  2. washthe resulting aqueous solution was washed with ethyl acetate
  3. extractionThe acidic aqueous layer was extracted twice with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d7dfebb769c74b36bc058689e0b413e0
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822430B2

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