Water → [2-(4-di-n-propylamino-butyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-ylmethyl]-carbamic acid t-butyl ester

HRID 2080729ノート

反応式

HRID 2080729 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([C:19]([OH:21])=O)[C:13](=[CH:17][CH:18]=1)[C:14]([OH:16])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:22]([N:25]([CH2:31][CH2:32][CH3:33])[CH2:26][CH2:27][CH2:28][CH2:29][NH2:30])[CH2:23][CH3:24].O>C1(C)C(C)=CC=CC=1>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][C:10]1[CH:11]=[C:12]2[C:13](=[CH:17][CH:18]=1)[C:14](=[O:16])[N:30]([CH2:29][CH2:28][CH2:27][CH2:26][N:25]([CH2:31][CH2:32][CH3:33])[CH2:22][CH2:23][CH3:24])[C:19]2=[O:21])([CH3:2])([CH3:3])[CH3:4]

参加物

5

反応物 3

HCID 962WaterHCID 7138396N,N-dipropylbutane-1,4-diamineHCID 230792094-[(Boc-amino)methyl]-phthalic acid

生成物 1

HCID 66941653[2-(4-di-n-propylamino-butyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-5-ylmethyl]-carbamic acid t-butyl ester収率 49.2%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒2 回

実験手順

The compound (123 mg) obtained in Example 7-4 was dissolved in xylene (5.0 ml). A xylene solution (5.0 ml) containing the compound (83.4 mg) obtained in Example 1-2 was dropped to the solution and the whole was refluxed under heating for 63 hours. The solution was added with water to stop the reaction and then subjected to extraction with chloroform. The organic layer was washed with water and a saturated saline solution, followed by drying with anhydrous sodium sulfate. The residue obtained by distilling the solvent off was then purified through silica gel column chromatography (hexane/ethyl acetate), thereby obtaining the subject compound (88.4 mg) as a yellow solid.

後処理

  1. additionwas dropped to the solution
  2. temperaturethe whole was refluxed
  3. temperatureunder heating for 63 hours
  4. customthe reaction
  5. extractionsubjected to extraction with chloroform
  6. washThe organic layer was washed with water
  7. dry with materialby drying with anhydrous sodium sulfate
  8. customThe residue obtained
  9. distillationby distilling the solvent
  10. customoff was then purified through silica gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-53ac96361f5b40e3874e407376766ce2
出典データセット
uspto-grants-2011_04
特許番号
US07932281B2

反応ノート

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