Water → HCID 11237832、化合物

HRID 1454109ノート

反応式

HRID 1454109 の反応式
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]

参加物

6

反応物 4

HCID 962WaterHCID 874382,6-Difluorobenzoyl chlorideHCID 516892Sodium BicarbonateHCID 86599825HCID 86599825、化合物

生成物 1

HCID 11237832HCID 11237832、化合物収率 96.6%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-fe7d8de7d2604f94ac1732c76aadd525
出典データセット
uspto-grants-2009_01
特許番号
US07476758B2

反応ノート

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