Lithium hydroxide, monohydrate → HCID 59127134, 화합물

HRID 1011666노트

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HRID 1011666 반응식
O.[OH-].[Li+].CC([Si](C)(C)[O:9][C:10]1[CH:11]=[C:12]([CH:21]=[C:22]([O:24][C@@H:25]([CH3:35])[CH2:26][O:27][Si:28]([C:31]([CH3:34])([CH3:33])[CH3:32])([CH3:30])[CH3:29])[CH:23]=1)[C:13]([NH:15][C:16]1[S:17][CH:18]=[CH:19][N:20]=1)=[O:14])(C)C>C1COCC1>[CH3:32][C:31]([Si:28]([CH3:30])([CH3:29])[O:27][CH2:26][C@@H:25]([O:24][C:22]1[CH:21]=[C:12]([CH:11]=[C:10]([OH:9])[CH:23]=1)[C:13]([NH:15][C:16]1[S:17][CH:18]=[CH:19][N:20]=1)=[O:14])[CH3:35])([CH3:33])[CH3:34]

참가 물질

4

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 536296183-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-5-[((1S)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)oxy]-N-1,3-thiazol-2-ylbenzamide

생성물 1

HCID 59127134HCID 59127134, 화합물수율 73%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

An aqueous solution of lithium hydroxide monohydrate (0.304 g, 7.25 mmol) was added to a solution of 3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-5-[((1S)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)oxy]-N-1,3-thiazol-2-ylbenzamide (1.552 g, 2.90 mmol) in THF (40 mL) and stirred at RT overnight. The THF was removed in vacuo and the residual solution adjusted to pH 7 by addition of 1N hydrochloric acid (7.25 mL). A gum formed, and the solution was filtered and the gum dissolved in methanol. The filtrate was partitioned with ethyl acetate (75 mL) and the organics washed with brine, dried (MgSO4), combined with the methanol solution and evaporated to a residue which was chromatographed on silica, eluting with 40% ethyl acetate in isohexane, to give the required product (0.865 g)

후처리

  1. customThe THF was removed in vacuo
  2. additionthe residual solution adjusted to pH 7 by addition of 1N hydrochloric acid (7.25 mL)
  3. customA gum formed
  4. filtrationthe solution was filtered
  5. dissolutionthe gum dissolved in methanol
  6. customThe filtrate was partitioned with ethyl acetate (75 mL)
  7. washthe organics washed with brine
  8. dry with materialdried (MgSO4)
  9. customevaporated to a residue which
  10. customwas chromatographed on silica
  11. washeluting with 40% ethyl acetate in isohexane

출처 및 근거

ORD 기록
ord-b76897a7e70a45a0b2fba909fac6df83
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977328B2

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