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Hydroxide → (R)-3-{4-[3-(3,5-Bis(trifluoromethyl)phenyl)-1-(4-cyclohexylphenyl)ureidomethyl]benzoylamino]-2-hydroxypropionic Acid

HRID 967632
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HRID 967632 반응식
C([O:3][C:4](=[O:48])[C@H:5]([OH:47])[CH2:6][NH:7][C:8](=[O:46])[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]([C:34]2[CH:39]=[CH:38][C:37]([CH:40]3[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]3)=[CH:36][CH:35]=2)[C:17]([NH:19][C:20]2[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[C:22]([C:30]([F:33])([F:32])[F:31])[CH:21]=2)=[O:18])=[CH:11][CH:10]=1)C.[OH-]>C(O)C>[F:27][C:26]([F:28])([F:29])[C:24]1[CH:25]=[C:20]([NH:19][C:17](=[O:18])[N:16]([CH2:15][C:12]2[CH:11]=[CH:10][C:9]([C:8]([NH:7][CH2:6][C@@H:5]([OH:47])[C:4]([OH:48])=[O:3])=[O:46])=[CH:14][CH:13]=2)[C:34]2[CH:39]=[CH:38][C:37]([CH:40]3[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]3)=[CH:36][CH:35]=2)[CH:21]=[C:22]([C:30]([F:32])([F:33])[F:31])[CH:23]=1
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HCID 961HydroxideHCID 86586059(R)-3-(4-[3-(3,5-Bis(trifluoromethyl)phenyl)-1-(4-cyclohexylphenyl)ureidomethyl]benzoylamino]-2-hydroxypropionic acid ethyl ester

생성물 1

HCID 10168450(R)-3-{4-[3-(3,5-Bis(trifluoromethyl)phenyl)-1-(4-cyclohexylphenyl)ureidomethyl]benzoylamino]-2-hydroxypropionic Acid수율 84.8%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
25 °C

실험 절차

(R)-3-(4-[3-(3,5-Bis(trifluoromethyl)phenyl)-1-(4-cyclohexylphenyl)ureidomethyl]benzoylamino]-2-hydroxypropionic acid ethyl ester (0.26 g, 0.38 mmol) was dissolved in ethanol (96%, 15 mL) and added solution hydroxide (4 N, 0.57 mL, 2.3 mmol). After stirring at 25° C. for 1 hour the mixture was evaporated in vacuo, and the residue was added water (30 mL) and acidified with hydrochloric acid (4 N, 0.62 mL). The aqueous phase was extracted twice with ethyl acetate (25 mL and 10 mL) and the combined organic phases were washed with saturated sodium chloride:water (1:1), dried (magnesium sulphate) and concentrated in vacuo to afford 0.21 g of the title compound.

후처리

  1. customwas evaporated in vacuo
  2. additionthe residue was added water (30 mL)
  3. extractionThe aqueous phase was extracted twice with ethyl acetate (25 mL and 10 mL)
  4. washthe combined organic phases were washed with saturated sodium chloride:water (1:1)
  5. dry with materialdried (magnesium sulphate)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-804d46cfbd1a47c3a120145be71a127f
출처 데이터셋
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06953812B2

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