Reaktion #70399

ord-a378a1c1c071466e86f38ca627b98aac

Reaktionsgleichung

C[C@]12CCCCC1C[C@@H](CN)[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)-7α-aminomethylandrostane
C[C@]12CCCCC1[C@@H](NC=O)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)-6α-formamidoandrostane
→
C[C@]12CCCCC1C[C@@H](NC=O)[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-Bis(ethylendioxy)-7α-formamidoandrostane
Ausbeute 92.0%

Edukte

C[C@]12CCCCC1C[C@@H](CN)[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)-7α-aminomethylandrostane
C[C@]12CCCCC1[C@@H](NC=O)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC13OCCOC12OCCO3
17,17-bis(ethylendioxy)-6α-formamidoandrostane

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

17,17-Bis(ethylendioxy)-7α-formamidoandrostane was prepared in 92% yield from 3,3:17,17-bis(ethylendioxy)-7α-aminomethylandrostane by the procedure described above for the preparation of 3,3:17,17-bis(ethylendioxy)-6α-formamidoandrostane (Prepn. 20). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 8.10 (1H, m), 7.98 (1H, m), 4.05 (1H, m), 3.89-3.20 (8H, m), 1.93-0.50 (20H, m), 0.80 (3H, s), 0.78 (3H, s)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08536160B2uspto-grants-2013_09