Ethanol → Ethinylestradiol

HRID 879905Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 879905
[CH3:1][C@@:2]12[C@@H:18]([OH:19])[CH2:17][CH2:16][C@H:15]1[C@H:14]1[C@@H:5]([C:6]3[CH:7]=[CH:8][C:9]([OH:20])=[CH:10][C:11]=3[CH2:12][CH2:13]1)[CH2:4][CH2:3]2.[CH2:21](O)[CH3:22]>P([O-])([O-])([O-])=O>[CH3:1][C@@:2]12[C@:18]([OH:19])([C:21]#[CH:22])[CH2:17][CH2:16][C@H:15]1[C@H:14]1[C@@H:5]([C:6]3[CH:7]=[CH:8][C:9]([OH:20])=[CH:10][C:11]=3[CH2:12][CH2:13]1)[CH2:4][CH2:3]2

Komponenten

4

Edukt 2

HCID 702EthanolHCID 5757Estradiol

Produkt 1

HCID 5991Ethinylestradiol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1061PhosphateLösungsmittel

Reaktionsbedingungen

Temperatur
37 °C

Versuchsvorschrift

Estradiol conjugate (33.5 mg, 0.039 mmol), prepared from Conjugate 1 as described in Example 16, was dissolved in 58 mL of a 9:4 ethanol/0.05 M aqueous phosphate buffer (pH 7.4) mixture, and the solution was shaken in a 37° C. incubator for 9 days. Six 8 mL aliquots were collected at 1-, 2-, 3-, 5-, 7-, and 9-day intervals. Estradiol release was quantified by adding 33 μL of a 0.09 M solution of butylated hydroxytoluene (BHT) in deuterochloroform as an internal standard, then comparing integrals of 1H NMR signals corresponding to the steroid and the internal standard. Results are shown in Table 4 below.

Aufarbeitung

  1. customSix 8 mL aliquots were collected at 1-, 2-, 3-, 5-, 7-, and 9-day intervals
  2. additionby adding 33 μL of a 0.09 M solution of butylated hydroxytoluene (BHT) in deuterochloroform as an internal standard
  3. customResults

Quellen und Nachweise

ORD-Eintrag
ord-7a8a9a94b78c43e189ad97367162b27d
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08992977B2

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