Ethanethiol → 21-Ethylthiomethyl-3alpha-hydroxy-5alpha-pregnane-11,20-dione

HRID 1973731Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1973731
[OH:1][C@@H:2]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:19]2[C:18](=[O:24])[CH2:17][C@@:16]2([CH3:25])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:15])[CH:13]=[CH2:14])[CH2:3]1.[CH2:26]([SH:28])[CH3:27]>>[CH2:26]([S:28][CH2:14][CH2:13][C:12](=[O:15])[C@@H:11]1[C@:16]2([CH3:25])[C@H:8]([C@H:7]3[C@H:19]([C:18](=[O:24])[CH2:17]2)[C@:20]2([CH3:23])[C@H:4]([CH2:3][C@H:2]([OH:1])[CH2:22][CH2:21]2)[CH2:5][CH2:6]3)[CH2:9][CH2:10]1)[CH3:27]

Komponenten

3

Edukt 2

HCID 6343EthanethiolHCID 86734286HCID 86734286, Verbindung

Produkt 1

HCID 8673430021-Ethylthiomethyl-3alpha-hydroxy-5alpha-pregnane-11,20-dione

Versuchsvorschrift

3α-Hydroxy-21-methylene-5α-pregnane-11,20-dione (250 mg. ) was dissolved in ethanethiol (2 ml) and the solution kept at room temperature for 24 hours. The excess ethanethiol was removed in vacuo and the residue partitioned between ether and water. The ethereal solution was washed with water, dried over anhydrous sodium sulphate and evaporated to a foam which was purified by preparative t.l.c. to give title compound (150 mg) as a glass [α]D + 83.3° (c = 0.12)

Aufarbeitung

  1. customThe excess ethanethiol was removed in vacuo
  2. customthe residue partitioned between ether and water
  3. washThe ethereal solution was washed with water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customevaporated to a foam which
  6. customwas purified by preparative t.l.c

Quellen und Nachweise

ORD-Eintrag
ord-6218cfacb41b459b8bf7acc843d47c0d
Quelldatensatz
uspto-grants-1976_12
Patentnummer
US03998829

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