반응 #70391

ord-0ac52c358f8e452fa7029acca43964ea

반응 방정식

$CO/N=C1\CC2CCCC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC45OCCOC43OCCO5)[C@H]12$

17,17-bis(ethylendioxy)-7-(E)-methoxyiminoandrostane

C=C1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)CCC(=O)CC12

6-methyleneandrostane-3,17-dione

→

$CO/N=C1\CC2CC(=O)CC[C@]2(C)[C@H]2CC[C@]3(C)C(=O)CC[C@H]3[C@H]12$

title compound

수율 55.0%

$CO/N=C1\CC2CC(=O)CC[C@]2(C)[C@H]2CC[C@]3(C)C(=O)CC[C@H]3[C@H]12$

7-(E)-Methoxyiminoandrostane-3,17-dione

수율 55.0%

반응물

$CO/N=C1\CC2CCCC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC45OCCOC43OCCO5)[C@H]12$

17,17-bis(ethylendioxy)-7-(E)-methoxyiminoandrostane

6-methyleneandrostane-3,17-dione

시약

없음

반응 조건

상세 조건

See reaction.notes.procedure_details.

후처리

1
기타The crude product was purified by flash chromatography (SiO2, n-hexane/EtOAc 6/4)

실험 절차

The title compound II-au was prepared in 55% yield from 3,3:17,17-bis(ethylendioxy)-7-(E)-methoxyiminoandrostane by the procedure described above for the preparation of 6-methyleneandrostane-3,17-dione (II-ac, Prepn. 13). The crude product was purified by flash chromatography (SiO2, n-hexane/EtOAc 6/4). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS: δ 3.72 (3H, s), 2.89 (1H, m), 2.63-0.93 (19H, m), 1.12 (3H, s), 0.82 (3H, s).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08536160B2uspto-grants-2013_09