Water → HCID 11237832, 화합물

HRID 1454109노트

반응식

HRID 1454109 반응식
C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH2:12][C@@H:13]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[C:31]([O:32][CH3:33])=[CH:30][C:29]([CH2:34][O:35][CH2:36][CH3:37])=[CH:28][C:27]=2[O:38][CH3:39])=[CH:22][CH:21]=1)[C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])O.[Na+].O.[F:46][C:47]1[CH:55]=[CH:54][CH:53]=[C:52]([F:56])[C:48]=1[C:49](Cl)=[O:50]>C(OCC)(=O)C>[F:46][C:47]1[CH:55]=[CH:54][CH:53]=[C:52]([F:56])[C:48]=1[C:49]([NH:12][C@@H:13]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[C:27]([O:38][CH3:39])=[CH:28][C:29]([CH2:34][O:35][CH2:36][CH3:37])=[CH:30][C:31]=2[O:32][CH3:33])=[CH:22][CH:21]=1)[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:50]

참가 물질

6

반응물 4

HCID 962WaterHCID 874382,6-Difluorobenzoyl chlorideHCID 516892Sodium BicarbonateHCID 86599825HCID 86599825, 화합물

생성물 1

HCID 11237832HCID 11237832, 화합물수율 96.6%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a mixture of ethyl (αS)-α-amino-4′-ethoxymethyl-2′,6′-dimethoxy(1,1′-biphenyl)-4-propionate p-toluenesulfonate (29.0 g), sodium hydrogen carbonate (15.2 g), water (290 ml) and ethyl acetate (290 ml) was added dropwise 2,6-difluorobenzoyl chloride (9.6 g) at 15° C. or below and the mixture was stirred for 30 minutes at the same temperature. The ethyl acetate layer was washed with saturated aqueous NaCl solution and dried over magnesium sulfate. The solvent was removed in vacuo. The residue was recrystallized from isopropanol-water to yield ethyl (αS)-α-[(2,6-difluorobenzoyl)amino]-4′-ethoxymethyl-2′,6′-dimethoxy(1,1′-biphenyl)-4-propionate (26.4 g).

후처리

  1. washThe ethyl acetate layer was washed with saturated aqueous NaCl solution
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was removed in vacuo
  4. customThe residue was recrystallized from isopropanol-water

출처 및 근거

ORD 기록
ord-fe7d8de7d2604f94ac1732c76aadd525
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07476758B2

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