Lithium hydroxide, monohydrate → HCID 60133249, 화합물

HRID 919030노트

반응식

HRID 919030 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:26][CH:27]=[CH2:28])[CH:9]([C:13]2[CH:25]=[CH:24][C:16]([C:17]([O:19]CCCC)=[O:18])=[CH:15][CH:14]=2)[CH2:10][CH2:11][CH3:12])=[CH:4][CH:3]=1.O.[OH-].[Li+]>C1COCC1.CO.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([CH2:26][CH:27]=[CH2:28])[C@@H:9]([C:13]2[CH:14]=[CH:15][C:16]([C:17]([OH:19])=[O:18])=[CH:24][CH:25]=2)[CH2:10][CH2:11][CH3:12])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 86619549HCID 86619549, 화합물

생성물 1

HCID 60133249HCID 60133249, 화합물

시약·촉매·용매 1

HCID 21892291Methanol tetrahydrofuran water용매

실험 절차

A THF/MeOH/water (8 ml/8 ml/3 ml) solution containing the intermediate from Step F (790 mg, 1.98 mmol) and lithium hydroxide monohydrate (406 mg, 9.90 mmol) was stirred overnight at room temperature. The solution was concentrated and the nonvolatile portion was partitioned between aqueous 2N hydrochloric acid and EtOAc. The organic phase was dried over Na2SO4, filtered and concentrated to give the title compound. 1H NMR (500 MHz, DMSO-d6): δ 7.90 (d, J=8.2 Hz, 2 H); 7.39 (d, J=8.5 Hz, 2 H); 7.36 (d, J=8.5 Hz, 2H); 7.26 (d, J=8.4 Hz, 2 H); 5.36-5.26 (m, 1 H); 4.71-4.60 (m, 2 H); 2.94-2.84 (m, 2 H); 2.13-2.07 (m, 1 H); 1.95-1.87 (m, 1 H); 1.42-1.34 (m, 1 H); 1.19-1.11 (m, 1 H); 0.85-0.77 (m, 2 H); 0.60 (t, J=7.3 Hz, 3 H). LC3 2.57 min (M+H) 343

후처리

  1. concentrationThe solution was concentrated
  2. customthe nonvolatile portion was partitioned between aqueous 2N hydrochloric acid and EtOAc
  3. dry with materialThe organic phase was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ae1cc68c0433471ba6595358063bc24d
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09272999B2

반응 노트

불러오는 중…