Lithium Hydroxide → 2-[(tert-Butoxycarbonyl)amino]-2-methylcyclopentane-1-carboxylic acid

HRID 1750513노트

반응식

HRID 1750513 반응식
[OH-].[Li+].[C:3]([O:7][C:8]([NH:10][C:11]1([CH3:20])[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]([O:18]C)=[O:17])=[O:9])([CH3:6])([CH3:5])[CH3:4]>C1COCC1.O>[C:3]([O:7][C:8]([NH:10][C:11]1([CH3:20])[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]([OH:18])=[O:17])=[O:9])([CH3:6])([CH3:4])[CH3:5]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 118308259Methyl 2-{[(tert-butoxy)carbonyl]amino}-2-methylcyclopentane-1-carboxylate

생성물 1

HCID 533968252-[(tert-Butoxycarbonyl)amino]-2-methylcyclopentane-1-carboxylic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

Lithium hydroxide (23.50 g, 981 mmol) was added to a solution of methyl 2-{ [(tert-butoxy)carbonyl]amino}-2-methylcyclopentane-1-carboxylate (50.51 g, 196 mmol) in THF (300 ml) and water (150 ml). The reaction was heated at 50° C. for 18 hours and then to 60° C. for 18 hours. The reaction was concentrated in vacuo and then acidified to pH 7 with concentrated HCl and then to pH 3 with 2 M HCl (aq). The organics were extracted with ethyl acetate (3×300 ml) and the combined organics were washed with brine (50 ml), dried over magnesium sulfate and concentrated in vacuo to afford the title compound which was used without further purification.

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. extractionThe organics were extracted with ethyl acetate (3×300 ml)
  3. washthe combined organics were washed with brine (50 ml)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e64c5a1d17e94237be851bde0221560c
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156829B2

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