Dicyclohexylcarbodiimide → 1-Oleyl-3-palmitoyl-2-tetradecylthioacetylglycerol

HRID 2223433노트

반응식

HRID 2223433 반응식
[CH2:1]([O:19][CH2:20][CH:21]([OH:41])[CH2:22][O:23][C:24](=[O:40])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C1(N=C=NC2CCCCC2)CCCCC1.CN(C1C=CC=CN=1)C.[CH2:66]([CH2:80][C:81](O)=[S:82])[CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH2:78][CH3:79]>ClCCl>[CH2:1]([O:19][CH:20]([C:81](=[S:82])[CH2:80][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH2:78][CH3:79])[CH:21]([CH2:22][O:23][C:24](=[O:40])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[OH:41])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

참가 물질

6

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 218852-DimethylaminopyridineHCID 865944451-Oleyl-3-palmitoylglycerolHCID 178443127HCID 178443127, 화합물

생성물 1

HCID 865944461-Oleyl-3-palmitoyl-2-tetradecylthioacetylglycerol수율 49%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-oleyl-1-palmitoylglycerol (2 g, 0.003 mol) was dissolved in dichloromethane (150 ml) and dicyclohexylcarbodiimide (1.040 g, 0.005 mol), dimethylaminopyridine (0.616 g, 0.005 mol) and tetradecylthioacetic acid (1.455 g, 0.005 mol) were then added. The mixture was stirred at room temperature for 24 hours. The dicyclohexylurea precipitate was filtered, washed with dichloromethane and the filtrate was concentrated. The residue obtained was purified by silica gel chromatography (eluent:CH2Cl2-cyclohexane 4:6) to give the desired compound as an oil (yield: 49%).

후처리

  1. filtrationThe dicyclohexylurea precipitate was filtered
  2. washwashed with dichloromethane
  3. concentrationthe filtrate was concentrated
  4. customThe residue obtained
  5. customwas purified by silica gel chromatography (eluent:CH2Cl2-cyclohexane 4:6)

출처 및 근거

ORD 기록
ord-66d7bbffe532480ea9adacfd845ee7b3
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07375135B2

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