Water → HCID 60207711、化合物

HRID 1776131

反応式

HRID 1776131 の反応式
CS(O[CH2:6][CH2:7]/[CH:8]=[CH:9]/[CH2:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[O:12])(=O)=O.[O:28]=[C:29]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:31](=[O:38])[N-:30]1.[K+].O>CN(C=O)C>[C:24]([O:23][C:21](=[O:22])[NH:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[NH:13][C:11](=[O:12])/[CH:10]=[CH:9]/[CH2:8][CH2:7][CH2:6][N:30]1[C:31](=[O:38])[C:32]2[C:37](=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:29]1=[O:28])([CH3:27])([CH3:26])[CH3:25]

参加物

5

反応物 3

HCID 962WaterHCID 3356745Potassium phthalimideHCID 60207708HCID 60207708、化合物

生成物 1

HCID 60207711HCID 60207711、化合物収率 60.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of (E)-6-(2-(tert-butoxycarbonylamino)phenylamino)-6-oxohex-4-enyl methanesulfonate (1) (200 mg, 0.5 mmol) in DMF was added potassium 1,3-dioxoisoindolin-2-ide (111 mg, 0.6 mmol), the mixture was stirred at RT for 12 hours. The mixture was poured into 100 mL water, then extracted with MTBE (25 mL×2), and the organic layers were washed with water (25 mL×3) and brine (3×20 mL), dried over Na2SO4 and concentrated to give the desired compound of (E)-tert-butyl 2-(6-(1,3-dioxoisoindolin-2-yl)hex-2-enamido)phenylcarbamate (3) (135 mg, yield 60%) as a yellow oil after purification by column chromatography on silica gel (eluent: PE:EA=1:1). LC-MC found 450 (M+H)+.

後処理

  1. extractionextracted with MTBE (25 mL×2)
  2. washthe organic layers were washed with water (25 mL×3) and brine (3×20 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-1815c84f271747658210b724c54a2ef2
出典データセット
uspto-grants-2016_02
特許番号
US09265734B2

関連ノート

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