Acetonitrile → HCID 178491727, 화합물

HRID 727646노트

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HRID 727646 반응식
Cl.[CH3:2][O:3][C:4]1[CH:37]=[CH:36][C:7]([CH2:8][S:9][C@@H:10]2[CH2:14][N:13]([C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=3)=[O:16])[C@H:12]([C:28]([N:30]3[CH2:34][CH2:33][C@H:32]([NH2:35])[CH2:31]3)=[O:29])[CH2:11]2)=[CH:6][CH:5]=1.[N+:38]([C:41]1[CH:54]=[CH:53][C:44]([CH2:45][O:46][C:47](NC(=N)C)=[O:48])=[CH:43][CH:42]=1)([O-:40])=[O:39].[C:55](#[N:57])[CH3:56]>>[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][S:9][C@@H:10]2[CH2:14][N:13]([C:15]([O:17][CH2:18][C:19]3[CH:20]=[CH:21][C:22]([N+:25]([O-:27])=[O:26])=[CH:23][CH:24]=3)=[O:16])[C@H:12]([C:28]([N:30]3[CH2:34][CH2:33][C@H:32]([NH:35][C:55](=[NH:57])[CH2:56][C:47]([O:46][CH2:45][C:44]4[CH:43]=[CH:42][C:41]([N+:38]([O-:40])=[O:39])=[CH:54][CH:53]=4)=[O:48])[CH2:31]3)=[O:29])[CH2:11]2)=[CH:36][CH:37]=1

참가 물질

4

반응물 3

HCID 6342AcetonitrileHCID 67586147(2S,4S)-4-(4-Methoxybenzylthio)-2-[(3S)-3-aminopyrrolidin-1-ylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine HydrochlorideHCID 140352007HCID 140352007, 화합물

생성물 1

HCID 178491727HCID 178491727, 화합물

반응 조건

온도
53 °C

실험 절차

A suspension of 1.00 g of (2S,4S)-4-(4-methoxybenzylthio)-2-[(3S)-3-aminopyrrolidin-1-ylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine hydrochloride [prepared as described in step (ii) above] and 0.47 g of N-(4-nitrobenzyloxycarbonyl)acetamidine in 20 ml of dry acetonitrile was stirred at 53° C. for 2 hours. The reaction mixture was then freed from impurities by filtration, and the filtrate was concentrated by evaporation under reduced pressure. The concentrate was purified by column chromatography through silica gel, using a 45:45:5 by volume mixture of methylene chloride, ethyl acetate and methanol as the eluent, to give 0.89 g of the title compound, as a powder.

후처리

  1. filtrationThe reaction mixture was then freed from impurities by filtration
  2. concentrationthe filtrate was concentrated by evaporation under reduced pressure
  3. customThe concentrate was purified by column chromatography through silica gel
  4. additionby volume mixture of methylene chloride, ethyl acetate and methanol as the eluent

출처 및 근거

ORD 기록
ord-9b75c2f51f9a4add913451452883e51b
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05712267

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