Water → Ergosterol, acetate

HRID 1862550Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1862550
[CH3:1][C@@H:2]([C@@H:10]1[C@@:14]2([CH3:29])[CH2:15][CH2:16][C@@H:17]3[C@@:22]4([CH3:28])[CH2:23][CH2:24][C@H:25]([OH:27])[CH2:26][C:21]4=[CH:20][CH:19]=[C:18]3[C@@H:13]2[CH2:12][CH2:11]1)/[CH:3]=[CH:4]/[C@@H:5]([CH:7]([CH3:9])[CH3:8])[CH3:6].[C:30](OC(=O)C)(=[O:32])[CH3:31].O>N1C=CC=CC=1>[C:30]([O:27][C@H:25]1[CH2:24][CH2:23][C@@:22]2([CH3:28])[C:21](=[CH:20][CH:19]=[C:18]3[C@@H:17]2[CH2:16][CH2:15][C@@:14]2([CH3:29])[C@H:13]3[CH2:12][CH2:11][C@@H:10]2[C@H:2]([CH3:1])/[CH:3]=[CH:4]/[C@H:5]([CH3:6])[CH:7]([CH3:8])[CH3:9])[CH2:26]1)(=[O:32])[CH3:31]

Komponenten

5

Edukt 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 444679Ergosterol

Produkt 1

HCID 6436903Ergosterol, acetateAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 50 gm (0.13 mol) of ergosterol (1) in 300 mL of anhydrous pyridine was added 33.3 mL (0.35 mol) of acetic anhydride. The mixture was stirred at room temperature overnight and then 600 mL of water was added. The precipitate was filtered and washed three times with 200 mL portions of acetonitrile and then air dried to yield 42.0 g (74%) of (2).

Aufarbeitung

  1. filtrationThe precipitate was filtered
  2. washwashed three times with 200 mL portions of acetonitrile
  3. customair dried

Quellen und Nachweise

ORD-Eintrag
ord-087be7b33c154d15bef47192ea7389b1
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06538037B2

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