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

HRID 2269828노트

반응식

HRID 2269828 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 15337Mercuric acetate촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a27b40b9e74048ed9c7c06e1337060dc
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329550B1

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