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(2S)-2-amino-2-cyclopropylethan-1-ol → (2S)-2-((2R)-3-(4-Chloro-3-fluorophenyl)-2-(3-chlorophenyl)-3-hydroxypropyl)-N-((S)-1-cyclopropyl-2-hydroxyethyl)-2-methylpent-4-enamide

HRID 1846976
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인쇄 미리보기

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HRID 1846976 반응식
[CH2:1]([C@@:4]1([CH3:26])[CH2:9][C@H:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=2)[C@H:7]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([F:24])[CH:18]=2)[O:6][C:5]1=[O:25])[CH:2]=[CH2:3].[NH2:27][C@@H:28]([CH:31]1[CH2:33][CH2:32]1)[CH2:29][OH:30]>C(OCC)(=O)C>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([CH:7]([OH:6])[C@@H:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=2)[CH2:9][C@:4]([CH3:26])([CH2:1][CH:2]=[CH2:3])[C:5]([NH:27][C@@H:28]([CH:31]2[CH2:33][CH2:32]2)[CH2:29][OH:30])=[O:25])=[CH:18][C:19]=1[F:24]
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참가 물질

4

반응물 2

HCID 55283785(2S)-2-amino-2-cyclopropylethan-1-olHCID 86731825(3S,5R,6R)-3-Allyl-6-(4-chloro-3-fluorophenyl)-5-(3-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-one

생성물 1

HCID 86731824(2S)-2-((2R)-3-(4-Chloro-3-fluorophenyl)-2-(3-chlorophenyl)-3-hydroxypropyl)-N-((S)-1-cyclopropyl-2-hydroxyethyl)-2-methylpent-4-enamide

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

(3S,5R,6R)-3-Allyl-6-(4-chloro-3-fluorophenyl)-5-(3-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-one (32 g, 81 mmol, Example 4, Step E) was combined with (S)-2-amino-2-cyclopropylethanol (26.7 g, 265 mmol) and the suspension was heated at 100° C. overnight. The reaction mixture was cooled to room temperature, diluted with ethyl acetate and washed with 1 N hydrochloric acid (2×), water, and brine. The organic layer was dried over magnesium sulfate and concentrated under vacuum to provide the title compound as a white solid.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed with 1 N hydrochloric acid (2×), water, and brine
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-5c225871a2424892855884a356f167df
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952036B2

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