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Ammonia → Isohexane ethyl acetate

HRID 496634
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HRID 496634 반응식
O.O.Cl[Sn]Cl.[CH2:6]([C:13]1[CH:30]=[C:29]([N+:31]([O-])=O)[CH:28]=[CH:27][C:14]=1[C:15]([NH:17][CH:18]([CH2:23][CH2:24][S:25][CH3:26])[C:19]([O:21][CH3:22])=[O:20])=[O:16])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.N.[C:35]([O:38][CH2:39][CH3:40])(=[O:37])[CH3:36]>>[C:35]([O:38][CH2:39][CH3:40])(=[O:37])[CH3:36].[CH3:14][CH2:13][CH2:6][CH:7]([CH3:12])[CH3:8].[NH2:31][C:29]1[CH:28]=[CH:27][C:14]([C:15]([NH:17][C@@H:18]([CH2:23][CH2:24][S:25][CH3:26])[C:19]([O:21][CH3:22])=[O:20])=[O:16])=[C:13]([CH2:6][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 8857Ethyl AcetateHCID 61436Stannous chloride dihydrateHCID 22321899Methyl 2-[(2-benzyl-4-nitro-benzoyl)amino]-4-methylsulfanyl-butyrate

생성물 2

HCID 21882781Isohexane ethyl acetate수율 50%HCID 57043324methyl (2S)-2-(4-amino-2-benzyl-benzoylamino)-4-methylsulfanyl-butyrate

실험 절차

SnCl2.2H2O (2.5 g, 11.08 mmol) was added to a stirred solution of compound 30 (2.24 mmol) in ethyl acetate(50 mL) and the resulting mixture heated at reflux for 18 h. The reaction mixture was cooled to ambient temperature and treated with 0.880 SG NH3(aq) dropwise to pH8. The resulting precipitate was removed by filtration through diatomaceous earth (Celite®)(545). The filtrates were then evaporated and purified by chromatography (Mega Bond Elut,Silica), eluting with dichloromethane and then 50% ethyl acetate/i-hexane to give the desired compound 21.

후처리

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux for 18 h
  3. customThe resulting precipitate was removed by filtration through diatomaceous earth (Celite®)(545)
  4. customThe filtrates were then evaporated
  5. custompurified by chromatography (Mega Bond Elut,Silica)
  6. washeluting with dichloromethane

출처 및 근거

ORD 기록
ord-47d19e01bdea473b823dd75d95e1948a
출처 데이터셋
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06946468B1

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