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

HRID 967648노트

반응식

HRID 967648 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-da921ab60e6f4ad8ad12a9babdc36aa0
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06953812B2

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