Reaktion #1999843

ord-14c53c1da3714ff981855f0add2e08c6

Reaktionsgleichung

C[C@]12CCCCC1[C@H](O)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)androstan-6β-ol
C[C@]12CCCCC1[C@@H](O[N+](=O)[O-])C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)androstane-6α-yl nitrate
→
C[C@]12CCCCC1[C@H](O[N+](=O)[O-])C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-Bis(ethylendioxy)androstane-6β-yl nitrate
Ausbeute 50.0%

Edukte

C[C@]12CCCCC1[C@H](O)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)androstan-6β-ol
C[C@]12CCCCC1[C@@H](O[N+](=O)[O-])C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)androstane-6α-yl nitrate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

17,17-Bis(ethylendioxy)androstane-6β-yl nitrate was prepared in 50% yield from 3,3:17,17-bis(ethylendioxy)androstan-6β-ol following the procedure described above for the preparation of 3,3:17,17-bis(ethylendioxy)androstane-6α-yl nitrate (Prepn. 1). 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 5.16 (m, 1H), 3.93-3.76 (m, 8H), 2.20-0.77 (m, 20H), 1.00 (s, 3H), 0.85 (s, 3H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08609644B2uspto-grants-2013_12