Lithium Hydroxide → HCID 11664670, 화합물

HRID 1786554노트

반응식

HRID 1786554 반응식
C([O:3][C:4]([C@@H:6]1[CH2:10][C@H:9]([NH:11][C:12](=[O:32])[CH2:13][CH2:14][CH2:15][CH2:16][CH:17]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[CH2:8][N:7]1[C:33](=[O:50])[C:34]1[CH:39]=[C:38]([C:40]([CH3:43])([CH3:42])[CH3:41])[C:37]([O:44][CH3:45])=[C:36]([C:46]([CH3:49])([CH3:48])[CH3:47])[CH:35]=1)=[O:5])C.[Li+].[OH-]>C1COCC1.CO.O>[F:24][C:21]1[CH:22]=[CH:23][C:18]([CH:17]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[CH2:16][CH2:15][CH2:14][CH2:13][C:12]([NH:11][C@@H:9]2[CH2:8][N:7]([C:33](=[O:50])[C:34]3[CH:39]=[C:38]([C:40]([CH3:41])([CH3:42])[CH3:43])[C:37]([O:44][CH3:45])=[C:36]([C:46]([CH3:49])([CH3:48])[CH3:47])[CH:35]=3)[C@H:6]([C:4]([OH:5])=[O:3])[CH2:10]2)=[O:32])=[CH:19][CH:20]=1

참가 물질

6

반응물 2

HCID 3939Lithium HydroxideHCID 11707403HCID 11707403, 화합물

생성물 1

HCID 11664670HCID 11664670, 화합물수율 75.4%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To the solution of (2S,4S)-4-[6,6-Bis-(4-fluoro-phenyl)-hexanoylamino]-1-(3,5-di-tert-butyl-4-methoxy-benzoyl)-pyrrolidine-2-carboxylic acid ethyl ester (33) (0.32 g, 0.52 mmol) in THF (15 ml), MeOH (5 ml) and water (5 ml) was added LiOH (0.1 g, 2.45 mmol), and the reaction mixture was stirred at room temperature overnight. The reaction was then concentrated under reduced pressure. The residue was neutralized with 2N HCl to pH˜2 and dissolved in ethyl acetate: water (10:1) (150 ml). The organic was washed with water (30 ml, 2×), dried over MgSO4 and evaporated to dryness. The resulting residue was purified by column chromatography using CH2Cl2: MeOH (10:1) to give 0.26 g of desired product.

후처리

  1. concentrationThe reaction was then concentrated under reduced pressure
  2. dissolutiondissolved in ethyl acetate: water (10:1) (150 ml)
  3. washThe organic was washed with water (30 ml, 2×)
  4. dry with materialdried over MgSO4
  5. customevaporated to dryness
  6. customThe resulting residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-7f009c52032d459bb8dea3aedafca017
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07507760B2

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