Acetonitrile → HCID 178491727、化合物

HRID 727646ノート

反応式

HRID 727646 の反応式
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

参加物

4

反応物 3

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

生成物 1

HCID 178491727HCID 178491727、化合物

反応条件

温度
53 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9b75c2f51f9a4add913451452883e51b
出典データセット
uspto-grants-1998_01
特許番号
US05712267

反応ノート

読み込み中…