Avermectin → Ivermectin CRS

HRID 1421099

반응식

HRID 1421099 반응식
[CH3:1][CH2:2][CH:3]([C@H:5]1[O:10][C@:9]2([O:15][C@@H:14]3[CH2:16][CH:17]=[C:18]([CH3:61])[C@@H:19]([O:40][C@@H:41]4[O:46][C@@H:45]([CH3:47])[C@H:44]([O:48][C@@H:49]5[O:54][C@@H:53]([CH3:55])[C@H:52]([OH:56])[C@@H:51]([O:57][CH3:58])[CH2:50]5)[C@@H:43]([O:59][CH3:60])[CH2:42]4)[C@@H:20]([CH3:39])[CH:21]=[CH:22][CH:23]=[C:24]4[CH2:25][O:26][C@@H:27]5[C@H:32]([OH:33])[C:31]([CH3:34])=[CH:30][C@@H:29]([C:35]([O:37][C@@H:12]([CH2:13]3)[CH2:11]2)=[O:36])[C@:28]45[OH:38])[CH:8]=[CH:7][C@@H:6]1[CH3:62])[CH3:4].C(C1C=CC=CC=1P(C1C=CC=CC=1CCCCCCCC)C1C=CC=CC=1CCCCCCCC)CCCCCCC>>[CH3:1][CH2:2][C@@H:3]([C@H:5]1[O:10][C@:9]2([O:15][C@@H:14]3[CH2:16][CH:17]=[C:18]([CH3:61])[C@@H:19]([O:40][C@@H:41]4[O:46][C@@H:45]([CH3:47])[C@H:44]([O:48][C@@H:49]5[O:54][C@@H:53]([CH3:55])[C@H:52]([OH:56])[C@@H:51]([O:57][CH3:58])[CH2:50]5)[C@@H:43]([O:59][CH3:60])[CH2:42]4)[C@@H:20]([CH3:39])[CH:21]=[CH:22][CH:23]=[C:24]4[CH2:25][O:26][C@@H:27]5[C@H:32]([OH:33])[C:31]([CH3:34])=[CH:30][C@@H:29]([C:35]([O:37][C@@H:12]([CH2:13]3)[CH2:11]2)=[O:36])[C@:28]45[OH:38])[CH2:8][CH2:7][C@@H:6]1[CH3:62])[CH3:4].[CH3:62][C@@H:6]1[C@@H:5]([CH:3]([CH3:4])[CH3:2])[O:10][C@:9]2([O:15][C@@H:14]3[CH2:16][CH:17]=[C:18]([CH3:61])[C@@H:19]([O:40][C@@H:41]4[O:46][C@@H:45]([CH3:47])[C@H:44]([O:48][C@@H:49]5[O:54][C@@H:53]([CH3:55])[C@H:52]([OH:56])[C@@H:51]([O:57][CH3:58])[CH2:50]5)[C@@H:43]([O:59][CH3:60])[CH2:42]4)[C@@H:20]([CH3:39])[CH:21]=[CH:22][CH:23]=[C:24]4[CH2:25][O:26][C@@H:27]5[C@H:32]([OH:33])[C:31]([CH3:34])=[CH:30][C@@H:29]([C:35]([O:37][C@@H:12]([CH2:13]3)[CH2:11]2)=[O:36])[C@:28]45[OH:38])[CH2:8][CH2:7]1

참가 물질

3

반응물 2

HCID 6858006AvermectinHCID 22561076Tris-(octylphenyl)-phosphine

생성물 1

HCID 9812710Ivermectin CRS

실험 절차

4.3 g of avermectin (B1a and B1b mixture) are, after addition of 53.2 mg of tris-(octylphenyl)-phosphine, hydrogenated using the conditions given in Example 1 (B). After a hydrogenation time of 7 hours, a crude ivermectin product is obtained which, according to HPLC analysis, contains 1.3% of avermectin, 94.8% of ivermectin and 2% of tetrahydroavermectin.

출처 및 근거

ORD 기록
ord-ec79b6c038e94f30b0a3c8bf2cfedba0
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06072052

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