Reaktion #1477939

ord-eab0be7867c74f389a0cb6cf2300a2c1

Reaktionsgleichung

C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43CO)[C@@H]1CC[C@@H]2O
Androst-5-ene-3β,17β,19-triol
C[Si](C)(C)CC(N)=O
trimethylsilylacetamide
→
C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O[Si](C)(C)C)CC[C@@]43CO[Si](C)(C)C)[C@@H]1CC[C@@H]2O[Si](C)(C)C
3β,17β,19-tri(trimethylsiloxy)androst-5-ene

Edukte

C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43CO)[C@@H]1CC[C@@H]2O
Androst-5-ene-3β,17β,19-triol
C[Si](C)(C)CC(N)=O
trimethylsilylacetamide

Reagenzien

Keine

Lösungsmittel

c1ccncc1
pyridine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.WAITThe reaction is completed at room temperature within a few minutes
  2. 2
    SonstigeThe pyridine is removed under reduced pressure
  3. 3
    Sonstigethe residue purified from an acetone-hexane solution

Vorschrift

Androst-5-ene-3β,17β,19-triol is dissolved in dry pyridine and trimethylsilylacetamide added thereto. The reaction is completed at room temperature within a few minutes. The pyridine is removed under reduced pressure and the residue purified from an acetone-hexane solution to yield the desired 3β,17β,19-tri(trimethylsiloxy)androst-5-ene.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04139617uspto-grants-1979_02