Potassium Carbonate → HCID 86622359, 화합물

HRID 501748노트

반응식

HRID 501748 반응식
Br[CH2:2][C@@H:3]([OH:25])[C@@H:4]([NH:14][C:15](=[O:24])[O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]([Cl:13])[CH:7]=1.C([O-])([O-])=O.[K+].[K+]>CO>[Cl:13][C:8]1[CH:7]=[C:6]([CH2:5][C@H:4]([NH:14][C:15](=[O:24])[O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C@H:3]2[CH2:2][O:25]2)[CH:11]=[C:10]([Cl:12])[CH:9]=1

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 86622360HCID 86622360, 화합물

생성물 1

HCID 86622359HCID 86622359, 화합물수율 97%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Step BF (7): To a suspension of benzyl (2S,3S)-4-bromo-1-(3,5-dichlorophenyl)-3-hydroxybutan-2-ylcarbamate (100 mg, 224 umol) in MeOH (2.4 mL) was added K2CO3 (12 mg). The reaction was stirred vigorously overnight. Solvents were removed in vacuo, and the residue partitioned between EtOAc and water three times. The combined organic layers were dried over MgSO4 and concentrated in vacuo to afford the solid benzyl (S)-2-(3,5-dichlorophenyl)-1-((S)-oxiran-2-yl)ethylcarbamate (78.9 mg, 97% yield). 1H NMR (DMSO-d6) δ 7.08-7.55 (m, 9H) 4.99 (d, J=12.8 Hz, 1H) 4.89 (d, J=12.8 Hz, 1H) 3.60-3.78 (m, 1H) 2.89-3.06 (m, 2H) 2.60-2.79 (m, 3H).

후처리

  1. customSolvents were removed in vacuo
  2. customthe residue partitioned between EtOAc and water three times
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5e7abb4418574323abfba3442f894d8d
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772221B2

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