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

HRID 2223434노트

반응식

HRID 2223434 반응식
[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]

참가 물질

5

반응물 3

HCID 218852-DimethylaminopyridineHCID 865944482-Tetradecylthioacetamidopropan-1,3-diolHCID 178443127HCID 178443127, 화합물

생성물 1

HCID 865944472-Tetradecylthioacetamido-1,3-ditetradecylthioacetyloxypropane

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-90cb11de70d049e9b9a38a897bea8420
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07375135B2

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