Pyridine → Taccalonolide A

HRID 525291Notizen

Reaktionsgleichung

[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]

Komponenten

Edukt 3

HCID 1049Pyridine

HCID 7918Acetic Anhydride

HCID 56662029Taccalonolide B

Produkt 1

HCID 441685Taccalonolide A

Versuchsvorschrift

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.

Aufarbeitung

customThe reaction solution was dried in miVac
customseparated

Quellen und Nachweise

ORD-Eintrag: ord-8a5b830395c34542b8e4bd8391909847
Quelldatensatz: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09340572B2

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