Acetone → (2S,3S)-3-Amino-2-hydroxy-4-phenylbutyric acid hydrochloride

HRID 1173775노트

반응식

HRID 1173775 반응식
C1(N[C:5]([C@H:7]2[O:11]C(C(C)C)=[N:9][C@H:8]2[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:6])CC1.[ClH:22].CC(C)=[O:25]>>[ClH:22].[OH:11][C@@H:7]([C@@H:8]([NH2:9])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:5]([OH:6])=[O:25]

참가 물질

4

반응물 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 59203393(4S,5S)-N-cyclopropyl-2-isopropyl-4-benzyl-4,5-dihydro-1,3-oxazole-5-carboxamide

생성물 1

HCID 68744784(2S,3S)-3-Amino-2-hydroxy-4-phenylbutyric acid hydrochloride수율 36%

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온도
50 °C

실험 절차

(4S,5S)—N-Cyclopropyl-2-isopropyl-4-benzyl-4,5-dihydro-1,3-oxazole-5-carboxamide (63 mg), acetone (2.5 ml) and concentrated hydrochloric acid (0.25 g) were mixed, and the mixture was stirred at 50° C. for 23 hours. The reaction mixture was concentrated, and isopropanol (5 ml) was added. The mixture was concentrated under reduced pressure. The same operation was further repeated, and then isopropanol (3 ml) was added to precipitate a crystal. The crystal was collected by filtration under reduced pressure, and was dried in vacuum to obtain the title compound as a white crystal (23 mg, yield: 36%).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionisopropanol (5 ml) was added
  3. concentrationThe mixture was concentrated under reduced pressure
  4. additionisopropanol (3 ml) was added
  5. customto precipitate a crystal
  6. filtrationThe crystal was collected by filtration under reduced pressure
  7. customwas dried in vacuum

출처 및 근거

ORD 기록
ord-6435a0b5d3874dec88944226e293c0e2
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834190B2

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