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Potassium trimethylsilanolate → (2R,4R)-4-{[1-(4-Chloro-phenylcarbamoyl)-4-methoxy-pyrrolidine-2-carbonyl]-amino}-benzoic acid

HRID 1796306
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HRID 1796306 반응식
C[O:2][C:3](=[O:30])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([C@H:13]2[CH2:17][C@@H:16]([O:18][CH3:19])[CH2:15][N:14]2[C:20](=[O:29])[NH:21][C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[O:12])=[CH:6][CH:5]=1.C[Si](C)(C)[O-].[K+]>C1COCC1>[Cl:28][C:25]1[CH:24]=[CH:23][C:22]([NH:21][C:20]([N:14]2[CH2:15][C@H:16]([O:18][CH3:19])[CH2:17][C@@H:13]2[C:11]([NH:10][C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:30])=[O:2])=[CH:5][CH:6]=2)=[O:12])=[O:29])=[CH:27][CH:26]=1
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참가 물질

4

반응물 2

HCID 23668039Potassium trimethylsilanolateHCID 68807390(2R,4R)-4-{[1-(4-Chloro-phenylcarbamoyl)-4-methoxy-pyrrolidine-2-carbonyl]-amino}-benzoic acid methyl ester

생성물 1

HCID 68806708(2R,4R)-4-{[1-(4-Chloro-phenylcarbamoyl)-4-methoxy-pyrrolidine-2-carbonyl]-amino}-benzoic acid수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Into a solution of 9 (3.0 g, 6.94 mmol) in THF (50 mL) was added potassium trimethylsilanolate (3.85 g, 27.3 mmol). The solution was stirred at RT for 48 h before concentrating under reduced pressure and adding EtOAc. The solution was washed sequentially with 1N HCl, and brine, before drying over MgSO4 and concentrating under reduced pressure to give 10 (2.9 g, 100%). MS: APCI (AP+): 418.1 (M)+, (AP−): 416.1 (M)−.

후처리

  1. concentrationbefore concentrating under reduced pressure
  2. additionadding EtOAc
  3. washThe solution was washed sequentially with 1N HCl, and brine
  4. dry with materialbefore drying over MgSO4
  5. concentrationconcentrating under reduced pressure

출처 및 근거

ORD 기록
ord-6f443ce55ea44fe4a4519f014f163900
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07030141B2

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