Sodium Carbonate → HCID 178452036、化合物

HRID 2289050ノート

反応式

HRID 2289050 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14](=[O:17])[CH2:15][NH2:16])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:18](=[O:21])([O-:20])[O-].[Na+].[Na+].[C:24](S(O)(=O)=O)([NH2:26])=[NH:25].Cl[C:32]([O:34][CH2:35][C:36]1[CH:41]=[CH:40][C:39]([N+:42]([O-:44])=[O:43])=[CH:38][CH:37]=1)=[O:33].[OH-:45].[Na+]>O.O1CCCC1.C(OCC)(=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14](=[O:17])[C:15]([C:32]([O:34][CH2:35][C:36]2[CH:41]=[CH:40][C:39]([N+:42]([O-:44])=[O:43])=[CH:38][CH:37]=2)=[O:33])([C:18]([O:20][CH2:35][C:36]2[CH:41]=[CH:40][C:39]([N+:42]([O-:43])=[O:45])=[CH:38][CH:37]=2)=[O:21])[NH:16][C:24]([NH2:26])=[NH:25])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

9

反応物 5

HCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 782054-Nitrobenzyl chloroformateHCID 9877361Methanesulfonic acid, aminoimino-HCID 118068461,1-Dimethylethyl (3S)-3-[(2-aminoacetyl)amino]-1-pyrrolidinecarboxylate

生成物 1

HCID 178452036HCID 178452036、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of (3S)-1-(tert-butoxycarbonyl)-3-(aminoacetylamino)pyrrolidine (2.50 g) in water (35 ml), sodium carbonate (1.31 g) and formamidinesulfonic acid (1.53 g) were added under ice cooling and the mixture was stirred overnight at room temperature. To the reaction mixture, tetrahydrofuran (30 ml) was added. To the resulting mixture, a solution of p-nitrobenzyl chloroformate (4.43 g) in tetrahydrofuran (20 ml) and a 1N aqueous sodium hydroxide solution (21 ml) were simultaneously added dropwise, followed by stirring at the same temperature for one hour. To the reaction mixture, ethyl acetate was added. The resulting mixture was washed with water and saturated saline, dried over anhydrous magnesium sulfate and then concentrated by evaporation under reduced pressure, whereby (3S)-1-(tert-butoxycarbonyl)-3-[di(4-nitrobenzyloxycarbonyl)guanidinoacetylamino]pyrrolidine was obtained. The product was provided for the subsequent step.

後処理

  1. stirringby stirring at the same temperature for one hour
  2. washThe resulting mixture was washed with water and saturated saline
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-f8044083f4944cbc85aec1b1d7193d34
出典データセット
uspto-grants-2000_07
特許番号
US06090802

反応ノート

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