Carbon Tetrachloride → N,N'-di-(2-methylphenethyl)-2-((S)-2-mercapto-3-phenylpropionylamino)malonamide

HRID 2269828ノート

反応式

HRID 2269828 の反応式
[CH3:1][C:2]1[CH:46]=[CH:45][CH:44]=[CH:43][C:3]=1[CH2:4][CH2:5][NH:6][C:7](=[O:42])[CH:8]([NH:21][C:22](=[O:41])[C@@H:23]([S:31]CC1C=CC(OC)=CC=1)[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:9]([NH:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:20])=[O:10].C1(OC)C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>ClCCl.C([O-])(=O)C.[Hg+2].C([O-])(=O)C>[CH3:1][C:2]1[CH:46]=[CH:45][CH:44]=[CH:43][C:3]=1[CH2:4][CH2:5][NH:6][C:7](=[O:42])[CH:8]([NH:21][C:22](=[O:41])[C@@H:23]([SH:31])[CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[C:9]([NH:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:20])=[O:10]

参加物

6

反応物 3

HCID 5943Carbon TetrachlorideHCID 7519AnisoleHCID 20713092N,N'-di-(2-methylphenethyl)-2-((S)-2-(p-methoxybenzylmercapto)-3-phenylpropionylamino)malonamide

生成物 1

HCID 20713091N,N'-di-(2-methylphenethyl)-2-((S)-2-mercapto-3-phenylpropionylamino)malonamide

試薬・触媒・溶媒 2

HCID 15337Mercuric acetate触媒HCID 6344Dichloromethane溶媒

実験手順

Combine of N,N′-di-(2-methylphenethyl)-2-((S)-2-(p-methoxybenzylmercapto)-3-phenylpropionylamino)malonamide (0.175 g, 0.274 mmol), mercury (II) acetate (0.108 g, 0.34 mmol), and anisole (0.3 mL) in dichloromethane (10 mL). Cool in an ice bath and degas by repeatedly applying vacuum and filling the vessel with nitrogen. Add trifluoroacetic acid (4 mL). After 3 hours, purge with hydrogen sulfide (gas) for about 10 minutes. Filter and evaporate in vacuo to give a residue. Combine the residue with carbon tetrachloride and evaporate in vacuo to remove most of the trifluoroacetic acid. Chromatograph the residue on silica gel eluting with 1/2 ethyl acetate/hexane and then 1/1 ethyl acetate/hexane to give the title compound.

後処理

  1. temperatureCool in an ice bath
  2. customdegas
  3. custompurge with hydrogen sulfide (gas) for about 10 minutes
  4. filtrationFilter
  5. customevaporate in vacuo
  6. customto give a residue
  7. customevaporate in vacuo
  8. customto remove most of the trifluoroacetic acid

出典と根拠

ORDレコード
ord-a27b40b9e74048ed9c7c06e1337060dc
出典データセット
uspto-grants-2001_12
特許番号
US06329550B1

反応ノート

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