Ethylenediamine → Glycyrrhetinic acid ethylenediamine

HRID 705059

반응식

HRID 705059 반응식
[CH3:1][C@@:2]12[CH2:24][CH2:23][C@:22]3([CH3:25])[C:8](=[CH:9][C:10]([C@H:12]4[C@@:21]3([CH3:26])[CH2:20][CH2:19][C@@H:18]3[C@:13]4([CH3:54])[CH2:14][CH2:15][C@H:16]([O:29][C@H:30]4[O:35][C@H:34]([C:36]([OH:38])=[O:37])[C@@H:33]([OH:39])[C@H:32]([OH:40])[C@H:31]4[O:41][C@@H:42]4[O:47][C@H:46]([C:48]([OH:50])=[O:49])[C@@H:45]([OH:51])[C@H:44]([OH:52])[C@H:43]4[OH:53])[C:17]3([CH3:28])[CH3:27])=[O:11])[C@@H:7]1[CH2:6][C@:5]([C:56]([OH:58])=[O:57])([CH3:55])[CH2:4][CH2:3]2.[CH2:59]([NH2:62])[CH2:60][NH2:61].C1(N=C=NC2CCCCC2)CCCCC1>CN(C=O)C>[CH3:1][C@@:2]12[CH2:24][CH2:23][C@:22]3([CH3:25])[C:8](=[CH:9][C:10]([C@H:12]4[C@@:21]3([CH3:26])[CH2:20][CH2:19][C@@H:18]3[C@:13]4([CH3:54])[CH2:14][CH2:15][C@H:16]([O:29][C@H:30]4[O:35][C@H:34]([C:36]([OH:38])=[O:37])[C@@H:33]([OH:39])[C@H:32]([OH:40])[C@H:31]4[O:41][C@@H:42]4[O:47][C@H:46]([C:48]([OH:50])=[O:49])[C@@H:45]([OH:51])[C@H:44]([OH:52])[C@H:43]4[OH:53])[C:17]3([CH3:27])[CH3:28])=[O:11])[C@@H:7]1[CH2:6][C@:5]([C:56]([OH:58])=[O:57])([CH3:55])[CH2:4][CH2:3]2.[CH2:59]([NH2:62])[CH2:60][NH2:61]

참가 물질

5

반응물 3

HCID 3301EthylenediamineHCID 10868DicyclohexylcarbodiimideHCID 14982Glycyrrhizin

생성물 1

HCID 86634867Glycyrrhetinic acid ethylenediamine수율 92%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

To N,N′-dimethylformamide (10 mL) were added glycyrrhetinic acid (1.0 mmol, 0.474 g) and ethylenediamine (30.0 mmol, 1.8 g, 2.0 mL). To the obtained solution were added dicyclohexyl carbodiimide (1.2 mmol, 0.247 g) and 4-N,N′-dimethylaminopyridine (catalytic amount) at 0° C. The mixture was stirred for 0.5-1 hour at 0° C. and then refluxed for further 12-48 hours. The resultant solution was filtered. To the filtrate was dropwise added diethyl ether. The precipitate was recovered and dried under vacuum to give glycyrrhetinic acid-ethylenediamine (yield=92%).

후처리

  1. temperaturerefluxed for further 12-48 hours
  2. filtrationThe resultant solution was filtered
  3. customThe precipitate was recovered
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-00b53f56056e4296abd143e2b0378110
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09173852B2

연결된 노트

불러오는 중…