Pyridine → Taccalonolide A

反応式

[CH3:1][C@H:2]1[C@@H:7]2[C@@:8]3([CH3:40])[C@@H:15]([O:16][C:17]([CH3:19])=[O:18])[C@@H:14]([O:20][C:21]([CH3:23])=[O:22])[C@@H:13]4[C@@:24]5([CH3:39])[C@@H:29]([O:30][C:31]([CH3:33])=[O:32])[C@H:28]6[O:34][C@H:27]6[CH2:26][C@@H:25]5[C:35]([C@H:37]([OH:38])[C@H:12]4[C@@H:9]3[C@@H:10]([OH:11])[C@H:6]2[C@@:5]2([CH3:47])[C@@:41]([OH:46])([CH3:45])[C:42]([O:44][C:4]2=[CH:3]1)=[O:43])=[O:36].N1C=CC=CC=1.[C:54](OC(=O)C)(=[O:56])[CH3:55]>>[CH3:1][C@H:2]1[C@@H:7]2[C@@:8]3([CH3:40])[C@@H:15]([O:16][C:17]([CH3:19])=[O:18])[C@@H:14]([O:20][C:21]([CH3:23])=[O:22])[C@@H:13]4[C@@:24]5([CH3:39])[C@@H:29]([O:30][C:31]([CH3:33])=[O:32])[C@H:28]6[O:34][C@H:27]6[CH2:26][C@@H:25]5[C:35]([C@H:37]([OH:38])[C@H:12]4[C@@H:9]3[C@@H:10]([O:11][C:54]([CH3:55])=[O:56])[C@H:6]2[C@@:5]2([CH3:47])[C@@:41]([OH:46])([CH3:45])[C:42]([O:44][C:4]2=[CH:3]1)=[O:43])=[O:36]

参加物

反応物 3

HCID 1049Pyridine

HCID 7918Acetic Anhydride

HCID 56662029Taccalonolide B

生成物 1

HCID 441685Taccalonolide A

実験手順

Taccalonolide B (3 mg) was dissolved in 0.3 mL of acetic anhydride. To this solution, 0.3 mL of anhydrous pyridine was added and was kept at room temperature for 48 h. The reaction solution was dried in miVac and separated using C18 HPLC to yield taccalonolide A and TB-Ac-16.

後処理

customThe reaction solution was dried in miVac
customseparated

出典と根拠

ORDレコード: ord-8a5b830395c34542b8e4bd8391909847
出典データセット: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09340572B2

反応ノート

読み込み中…