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Diisopropylethylamine → HCID 18752836, 화합물

HRID 1838764
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HRID 1838764 반응식
C(N(C(C)C)C(C)C)C.[C:10]([O:14][C:15]([NH:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][C:27]([OH:29])=O)=[CH:21][CH:20]=1)=[O:16])([CH3:13])([CH3:12])[CH3:11].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH2:54]([O:61][C:62]([N:64]1[CH2:69][CH2:68][NH:67][CH2:66][CH2:65]1)=[O:63])[C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=1>CN(C=O)C.C(OCC)(=O)C.O>[CH2:54]([O:61][C:62]([N:64]1[CH2:69][CH2:68][N:67]([C:27](=[O:29])[CH2:26][CH2:25][C:22]2[CH:21]=[CH:20][C:19]([CH2:18][NH:17][C:15]([O:14][C:10]([CH3:11])([CH3:12])[CH3:13])=[O:16])=[CH:24][CH:23]=2)[CH2:66][CH2:65]1)=[O:63])[C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 81531DiisopropylethylamineHCID 643495Benzyl piperazine-1-carboxylateHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 222827343-(4-{[(tert-Butoxycarbonyl)amino]methyl}phenyl)propanoic acid2회

생성물 1

HCID 18752836HCID 18752836, 화합물수율 73%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 11.4 ml of ethyldiisopropylamine in 20 ml of DMF is mixed successively with 3.11 g of 3-(4-tert-butyloxycarbonylaminomethylphenyl)propionic acid (starting material B4) and 4.64 g HBTU, with stirring. After ten minutes 2.45 g of 1-benzyloxycarbonylpiperazine are added and the mixture is stirred at RT for 5 h. The mixture is diluted with ethyl acetate and water. After phase separation, the organic phase is washed with 1N hydrochloric acid solution, 1N aqueous sodium hydroxide solution and water. After drying over magnesium sulfate, the organic solution is concentrated and the residue is chromatographed over silica gel (petrolether/ethyl acetate/acetone 4:5:1). Concentration of the pure fractions and drying in vacuo gives 3.91 g of the title compound as a yellowish powder. The mass spectrum shows the molecular peak MH+ at 481.8 Da.

후처리

  1. stirringthe mixture is stirred at RT for 5 h
  2. customAfter phase separation
  3. washthe organic phase is washed with 1N hydrochloric acid solution, 1N aqueous sodium hydroxide solution and water
  4. dry with materialAfter drying over magnesium sulfate
  5. concentrationthe organic solution is concentrated
  6. customthe residue is chromatographed over silica gel (petrolether/ethyl acetate/acetone 4:5:1)
  7. customConcentration of the pure fractions and drying in vacuo

출처 및 근거

ORD 기록
ord-602340549a2442e885733736a37cadfc
출처 데이터셋
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06673786B1

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