Lithium hydroxide, monohydrate → HCID 60133249, 화합물

HRID 2366342노트

반응식

HRID 2366342 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, 2H); 7.39 (d, J=8.5 Hz, 2H); 7.36 (d, J=8.5 Hz, 2H); 7.26 (d, J=8.4 Hz, 2H); 5.36-5.26 (m, 1H); 4.71-4.60 (m, 2H); 2.94-2.84 (m, 2H); 2.13-2.07 (m, 1H); 1.95-1.87 (m, 1H); 1.42-1.34 (m, 1H); 1.19-1.11 (m, 1H); 0.85-0.77 (m, 2H); 0.60 (t, J=7.3 Hz, 3H). 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-97458f56b6dd45e2810d6ea101f23deb
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697740B2

반응 노트

불러오는 중…