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Ammonia → HCID 13985439, 화합물

HRID 1380224
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HRID 1380224 반응식
[CH2:1]([O:8][C:9]([N:11]1[C@@H:15]([CH2:16][CH2:17][C:18](=[O:20])[CH3:19])[C:14](=O)[O:13]C1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:22]>O1CCCC1>[CH2:1]([O:8][C:9]([NH:11][C@@H:15]([CH2:16][CH2:17][C:18](=[O:20])[CH3:19])[C:14]([NH2:22])=[O:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 13985433Benzyl (4S)-5-oxo-4-(3-oxobutyl)-1,3-oxazolidine-3-carboxylate

생성물 1

HCID 13985439HCID 13985439, 화합물수율 82%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Ten grams of the (S)-3-(benzyloxycarbonyl)-4-(3-oxobutyl)-5-oxazolidinone from Example 4 is dissolved in 480 ml of distilled tetrahydrofuran, followed by 160 ml of ammonia at 0° C. The reaction mixture is stirred at 0° for 5 hours, then at ambient temperature overnight. After stripping under vacuum to dryness, the reaction mixture yields a white solid which is recrystallized from hot ethyl acetate to give 8.8 g of (S)-2-(benzyloxycarbonylamino)-5-oxo-hexanamide as a white solid (82% yield), mp 142°-144°; [α]D25 =-4.0° (c 0.4, CH3OH).

후처리

  1. customat ambient temperature
  2. customovernight
  3. customthe reaction mixture yields a white solid which
  4. customis recrystallized from hot ethyl acetate

출처 및 근거

ORD 기록
ord-2f5690fcfb71430a9bc9f44143e51693
출처 데이터셋
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04581169

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