17,17-Bis(ethylendioxy)androstan-7-one → HCID 178421203, compound

HRID 910600Notes

Reaction equation

HRID 910600 reaction equation
[CH2:1]1[CH2:14][O:13][C:8]23[O:9][CH2:10][CH2:11][O:12][C:3]2([C@:4]2([CH2:27][CH2:26][C@H:25]4[C@@H:15]([C:16](=O)[CH2:17][CH:18]5[C@:23]4([CH3:24])[CH2:22][CH2:21][CH2:20][CH2:19]5)[C@@H:6]2[CH2:7]3)[CH3:5])[O:2]1.C1COC23OCCOC2([C@]2(CC[C@H]4[C@@H](C/C(=[N:56]\[OH:57])/C5[C@]4(C)CCCC5)[C@@H]2C3)C)O1>>[CH2:1]1[CH2:14][O:13][C:8]23[O:9][CH2:10][CH2:11][O:12][C:3]2([C@:4]2([CH2:27][CH2:26][C@H:25]4[C@@H:15](/[C:16](=[N:56]/[OH:57])/[CH2:17][CH:18]5[C@:23]4([CH3:24])[CH2:22][CH2:21][CH2:20][CH2:19]5)[C@@H:6]2[CH2:7]3)[CH3:5])[O:2]1

Participants

3

Reactant 2

HCID 6895071317,17-Bis(ethylendioxy)androstan-7-oneHCID 178421204(NE)-N-[(2S,5S,6R,14R,15S)-2,6-dimethyl-18,21,22,25-tetraoxahexacyclo[15.4.4.01,17.02,15.05,14.06,11]pentacosan-12-ylidene]hydroxylamine

Product 1

HCID 178421203HCID 178421203, compound

Procedure

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).

Sources & evidence

ORD record
ord-16d179340c2a4b9ca46a5f2342c841e1
Source dataset
uspto-grants-2011_09
Patent number
US08022203B2

Reaction notes

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