Sodium Hydroxide → (3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acid

HRID 2192845노트

반응식

HRID 2192845 반응식
[C:1]([C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][CH2:14][O:15][CH3:16])[C:8]([C:17]([N:19]([CH2:37][CH:38]([CH3:40])[CH3:39])[C@@H:20]2[CH2:25][N:24]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:23][C@H:22]([C:33]([O:35]C)=[O:34])[CH2:21]2)=[O:18])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>O1CCCC1CO>[C:29]([O:28][C:26]([N:24]1[CH2:25][C@@H:20]([N:19]([C:17]([C:8]2[C:9]([NH:11][CH2:12][CH2:13][CH2:14][O:15][CH3:16])=[N:10][C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])=[N:6][CH:7]=2)=[O:18])[CH2:37][CH:38]([CH3:40])[CH3:39])[CH2:21][C@@H:22]([C:33]([OH:35])=[O:34])[CH2:23]1)=[O:27])([CH3:30])([CH3:32])[CH3:31]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 596254311-tert-Butyl 3-methyl (3R,5S)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-1,3-dicarboxylate

생성물 1

HCID 59625174(3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acid수율 96.8%

시약·촉매·용매 1

HCID 7360Tetrahydrofurfuryl alcohol용매

실험 절차

1-tert-Butyl 3-methyl (3R*,5S*)-5-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-1,3-dicarboxylate (304 mg) was dissolved in tetrahydrofuran-methanol (1:2, 12 ml), 2 M aqueous sodium hydroxide solution (1.35 ml) was added and the mixture was stirred for 2 hr. The reaction mixture was concentrated under reduced pressure, and diluted with saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the object compound (287 mg).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additiondiluted with saturated aqueous ammonium chloride solution
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-985c66cd62ba4c81b48504b0c0f2e76c
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329691B2

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