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Ethyl Acetate → HCID 178430657, 화합물

HRID 1936575
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HRID 1936575 반응식
[NH2:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH:7]=[N:8][C:4]=2[C:3]=1[CH3:18].C([N:21]=[C:22](S)[N:23](C(OCC1C=CC=CC=1)=O)[C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])C.[C:45]([O:48][CH2:49][CH3:50])(=[O:47])C>O1CCCC1>[C:12]([O:11][C:9]([N:6]1[C:5]2[CH:16]=[CH:17][C:2]([NH:1][C:22]([NH:23][C:24]([O:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[O:25])=[N:21][C:45]([O:48][CH2:49][C:50]3[CH:16]=[CH:17][CH:2]=[CH:3][CH:4]=3)=[O:47])=[C:3]([CH3:18])[C:4]=2[N:8]=[CH:7]1)=[O:10])([CH3:13])([CH3:14])[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 15896318HCID 15896318, 화합물HCID 178465517HCID 178465517, 화합물

생성물 1

HCID 178430657HCID 178430657, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 500 mg of 5-amino-1-(tert-butoxycarbonyl)-4-methyl-benzimidazole in 20 mL of tetrahydrofuran are added 753 mg of ethyl N,N-bis(benzyloxycarbonyl)pseudothiourea and 645 mg of mercuric acetate and the mixture is stirred at room temperature for 1 hour. The resulting suspension is diluted with ethyl acetate and washed with water followed by brine. The aqueous layers are extracted with ethyl acetate; the combined organic layers are dried over magnesium sulfate, filtered and rotary evaporated. The residue is purified by flash column chromatography on silica gel, eluting with 50% ethyl acetate/hexanes followed by recrystallization from hexanes/methylene chloride to provide 927 mg of 1-(tert-butyloxycarbonyl)-5-[N2, N3-bis(benzyloxycarbonyl)-guanidino]-4-methylbenzimidazole as a white solid.

후처리

  1. washwashed with water
  2. extractionThe aqueous layers are extracted with ethyl acetate
  3. dry with materialthe combined organic layers are dried over magnesium sulfate
  4. filtrationfiltered
  5. customThe residue is purified by flash column chromatography on silica gel
  6. washeluting with 50% ethyl acetate/hexanes
  7. customfollowed by recrystallization from hexanes/methylene chloride

출처 및 근거

ORD 기록
ord-f055f693c2594b30989630afa8054a1c
출처 데이터셋
uspto-grants-2002_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06391878B2

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