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Diisopropylethylamine → HCID 18752836、化合物

HRID 1838764
ノート
印刷プレビュー

反応式

HRID 1838764 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 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 acid2 回

生成物 1

HCID 18752836HCID 18752836、化合物収率 73%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-602340549a2442e885733736a37cadfc
出典データセット
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06673786B1

反応ノート

読み込み中…

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