Sodium Hydroxide → (2R)-3-[[4-[(4-cyclohexylphenyl)-[[4-(trifluoromethylsulfanyl)phenyl]carbamoylamino]methyl]benzoyl]amino]-2-hydroxypropanoic acid

HRID 967648ノート

反応式

HRID 967648 の反応式
C[O:2][C:3](=[O:44])[C@H:4]([OH:43])[CH2:5][NH:6][C:7](=[O:42])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([NH:27][C:28]([NH:30][C:31]2[CH:36]=[CH:35][C:34]([S:37][C:38]([F:41])([F:40])[F:39])=[CH:33][CH:32]=2)=[O:29])[C:15]2[CH:20]=[CH:19][C:18]([CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:17][CH:16]=2)=[CH:10][CH:9]=1.[OH-].[Na+]>C(O)C>[CH:21]1([C:18]2[CH:17]=[CH:16][C:15]([CH:14]([NH:27][C:28]([NH:30][C:31]3[CH:36]=[CH:35][C:34]([S:37][C:38]([F:41])([F:39])[F:40])=[CH:33][CH:32]=3)=[O:29])[C:11]3[CH:12]=[CH:13][C:8]([C:7]([NH:6][CH2:5][C@@H:4]([OH:43])[C:3]([OH:44])=[O:2])=[O:42])=[CH:9][CH:10]=3)=[CH:20][CH:19]=2)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 67483231(R)-3-{4-[1-(4-cyclohexylphenyl)-3-(4-trifluoromethylsulfanylphenyl)ureidomethyl]benzoylamino}-2-hydroxypropionic acid methyl ester

生成物 1

HCID 67485123(2R)-3-[[4-[(4-cyclohexylphenyl)-[[4-(trifluoromethylsulfanyl)phenyl]carbamoylamino]methyl]benzoyl]amino]-2-hydroxypropanoic acid収率 95.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

(R)-3-{4-[1-(4-Cyclohexylphenyl)-3-(4-trifluoromethylsulfanylphenyl)ureidomethyl]benzoylamino}-2-hydroxypropionic acid methyl ester (0.32 g, 0.508 mmol) was dissolved in ethanol (15 mL) and sodium hydroxide (4 N, 0.76 mL, 3.05 mmol) was added. The reaction mixture was stirred for 1.5 hour. The reaction was evaporated and added water (15 mL) and acidified with hydrochloric acid (4 N, 0.8 mL). The mixture was extracted with ethyl acetate (20 mL). The aqueous phase was extracted once more with ethyl acetate (15 mL) and the combined organic phases were washed with water (3×10 mL), dried over magnesium sulphate, filtered and concentrated to give the title compound (0.3 g).

後処理

  1. customThe reaction was evaporated
  2. additionadded water (15 mL)
  3. extractionThe mixture was extracted with ethyl acetate (20 mL)
  4. extractionThe aqueous phase was extracted once more with ethyl acetate (15 mL)
  5. washthe combined organic phases were washed with water (3×10 mL)
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-da921ab60e6f4ad8ad12a9babdc36aa0
出典データセット
uspto-grants-2005_10
特許番号
US06953812B2

反応ノート

読み込み中…