Reaktion #997782

ord-16d179340c2a4b9ca46a5f2342c841e1

Reaktionsgleichung

C[C@]12CCCCC1CC(=O)[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)androstane-7-one
C[C@]12CCCCC1/C(=N/O)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)-6(E)-hydroxyiminoandrostane
→
C[C@]12CCCCC1C/C(=N\O)[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-Bis(ethylendioxy)-7(E)-hydroxyiminoandrostane

Edukte

C[C@]12CCCCC1CC(=O)[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)androstane-7-one
C[C@]12CCCCC1/C(=N/O)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)-6(E)-hydroxyiminoandrostane

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

3, 3:17,17-Bis(ethylendioxy)-7(E)-hydroxyiminoandrostane was prepared in quantitative yield from 3,3:17,17-bis(ethylendioxy)androstane-7-one (2.20 g) by the procedure described above for the preparation of 3, 3:17,17-bis(ethylendioxy)-6(E)-hydroxyiminoandrostane (Prepn. 1). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 10.17 (s, 1H), 3.88-3.71 (m, 8H), 2.89 (bb, 1H), 2.23-2.05 (m, 2H), 1.89-0.97 (m, 16H), 0.90 (s, 3H), 0.80 (m, 1H), 0.77 (s, 3H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08022203B2uspto-grants-2011_09