Sodium Hydroxide → HCID 67352569, 화합물

HRID 446835노트

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HRID 446835 반응식
[CH2:1]([N:8]1[CH2:32][C@:31]2([C:33](=[O:36])CO)[C@@H:10]([CH2:11][C@H:12]3[C@H:25]4[C@@:16]([F:29])([C@:17]5([CH3:28])[C:22]([C@@H:23]([F:26])[CH2:24]4)=[CH:21][C:20](=[O:27])[CH:19]=[CH:18]5)[C@@H:15]([OH:30])[CH2:14][C@@:13]32[CH3:37])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:38].[Na+]>C1COCC1.O>[CH2:1]([N:8]1[CH2:32][C@:31]2([C:33]([OH:36])=[O:38])[C@@H:10]([CH2:11][C@H:12]3[CH:25]4[C@@:16]([F:29])([C@:17]5([CH3:28])[C:22]([C@@H:23]([F:26])[CH2:24]4)=[CH:21][C:20](=[O:27])[CH:19]=[CH:18]5)[C@@H:15]([OH:30])[CH2:14][C@@:13]32[CH3:37])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 53328064HCID 53328064, 화합물

생성물 1

HCID 67352569HCID 67352569, 화합물수율 33.5%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of compound 8 (460 mg, 0.899 mmol) and NaOH 6N (1350 μl, 11.10 mmol) in THF (20 ml) and water (10 ml) is stirred at RT for 3 days. Water is added and the organic solvent is evaporated. The basic aqueous solution (pH 12) is washed with AcOEt. The aqueous phase is then treated with HCl 6N until pH 6 when a solid precipitated. The solid is recovered by filtration and the aqueous phase is extracted with AcOEt, washed with brine, dried over Na2SO4 and then evaporated. The two fractions of obtained solid are combined and triturated with AcOEt (containing 2% MeOH) to give the title compound (150 mg, 0.301 mmol, 33.5% yield).

후처리

  1. customthe organic solvent is evaporated
  2. washThe basic aqueous solution (pH 12) is washed with AcOEt
  3. additionThe aqueous phase is then treated with HCl 6N until pH 6 when a solid
  4. customprecipitated
  5. filtrationThe solid is recovered by filtration
  6. extractionthe aqueous phase is extracted with AcOEt
  7. washwashed with brine
  8. dry with materialdried over Na2SO4
  9. customevaporated
  10. customtriturated with AcOEt (containing 2% MeOH)

출처 및 근거

ORD 기록
ord-8715e6cc525648828537aa04808b1f6f
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481517B2

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