Sodium Carbonate → HCID 178452036, 화합물

HRID 2289050노트

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HRID 2289050 반응식
[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]

참가 물질

9

반응물 5

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

생성물 1

HCID 178452036HCID 178452036, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f8044083f4944cbc85aec1b1d7193d34
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06090802

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