Reaktion #1788631

ord-a89717dfccaa469a95e81ac505f8a385

Reaktionsgleichung

C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@H](C#N)CC[C@@H]12
17β-cyano-5α-androstane-3α,11β-diol
c1ccncc1
pyridine
CC(=O)OC(C)=O
acetic anhydride
→
CC(=O)O[C@@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2[C@@H](O)C[C@]2(C)[C@@H](C#N)CC[C@@H]32)C1
title compound
CC(=O)O[C@@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2[C@@H](O)C[C@]2(C)[C@@H](C#N)CC[C@@H]32)C1
3α-Acetoxy-17β-cyano-5α-androstan-11β-ol

Edukte

C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@H](C#N)CC[C@@H]12
17β-cyano-5α-androstane-3α,11β-diol
c1ccncc1
pyridine
CC(=O)OC(C)=O
acetic anhydride

Reagenzien

Keine

Lösungsmittel

Cl
hydrochloric acid

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate
  2. 2
    SonstigeEvaporation of the
  3. 3
    Extraktionorganic extract

Vorschrift

A solution of 17β-cyano-5α-androstane-3α,11β-diol (20 mg) in acetic anhydride (0.5 ml) containing pyridine (0.5 ml) was kept at room temperature for three days. The mixture was diluted with 2N-hydrochloric acid and extracted with ethyl acetate. Evaporation of the organic extract afforded title compound (21 mg).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04192871uspto-grants-1980_03