2-Dimethylaminopyridine → 2-Tetradecylthioacetamido-1,3-ditetradecylthioacetyloxypropane

HRID 2223434ノート

反応式

HRID 2223434 の反応式
[CH2:1]([CH2:15][C:16]([NH:18][CH:19]([OH:23])[CH2:20][CH2:21]O)=[S:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].CN([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29]N=1)C.[CH2:33](CC(O)=S)[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46]>ClCCl>[CH2:1]([CH2:15][C:16]([NH:18][C:19]([O:23][C:16](=[S:17])[CH3:15])([CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH3:33])[CH2:20][CH2:21][CH2:27][CH2:32][CH2:31][CH2:30][CH2:29][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])=[S:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

参加物

5

反応物 3

HCID 218852-DimethylaminopyridineHCID 865944482-Tetradecylthioacetamidopropan-1,3-diolHCID 178443127HCID 178443127、化合物

生成物 1

HCID 865944472-Tetradecylthioacetamido-1,3-ditetradecylthioacetyloxypropane

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-tetradecylthioacetamidopropan-1,3-diol (1 g, 2.77 mmol) (example 5a) was dissolved in dichloromethane (180 ml), then dicyclohexycarbodiimide (1.427 g, 6.91 mmol), dimethylaminopyridine (0.845 g, 6.91 mmol) and tetradecylthioacetic acid (1.995 g, 6.91 mmol) (example 1a) were added in that order. The reaction mixture was stirred at room temperature for 48 hours. The dicyclohexylurea precipitate was filtered and washed with dichloromethane and the filtrate was concentrated. The residue obtained was purified by silica gel chromatography (eluent:dichloromethane-cyclohexane 7:3). The desired compound was obtained as a white powder (yield: 66%).

後処理

  1. additionwere added in that order
  2. filtrationThe dicyclohexylurea precipitate was filtered
  3. washwashed with dichloromethane
  4. concentrationthe filtrate was concentrated
  5. customThe residue obtained
  6. customwas purified by silica gel chromatography (eluent:dichloromethane-cyclohexane 7:3)

出典と根拠

ORDレコード
ord-90cb11de70d049e9b9a38a897bea8420
出典データセット
uspto-grants-2008_05
特許番号
US07375135B2

反応ノート

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