HCID 69133284, compound → HCID 86651507, compound

HRID 1912699Notes

Reaction equation

[CH2:1]1COC23OCCOC2([C@]2(CC[C@H]4[C@@H](C[C@H](CNC=O)C5[C@]4(C)CCCC5)[C@@H]2C3)C)[O:2]1.[C:32]([C@@H:34]1[CH:51]2[C@:46]([CH3:53])([CH2:47][CH2:48][C:49](=[O:52])[CH2:50]2)[C@@H:45]2[C@H:36]([C@H:37]3[C@@:41]([CH2:43][CH2:44]2)([CH3:42])[C:40](=[O:54])[CH2:39][CH2:38]3)[CH2:35]1)#[N:33]>>[CH:1]([NH:33][CH2:32][C@@H:34]1[CH:51]2[C@:46]([CH3:53])([CH2:47][CH2:48][C:49](=[O:52])[CH2:50]2)[C@@H:45]2[C@H:36]([C@H:37]3[C@@:41]([CH2:43][CH2:44]2)([CH3:42])[C:40](=[O:54])[CH2:39][CH2:38]3)[CH2:35]1)=[O:2]

Participants

Reactant 2

HCID 69133284HCID 69133284, compound

HCID 86651508HCID 86651508, compound

Product 1

HCID 86651507HCID 86651507, compoundYield 92%

Procedure

The title compound II-bl was prepared in 92% yield from 3,3:17,17-bis(ethylendioxy)-6α-formamidomethylandrostane by the procedure described above for the preparation of 6α-cyanoandrostane-3,17-dione (II-ac, Prepn. 3). 1H-NMR (300 MHz, DMSO, ppm from TMS): δ 7.99 (0.9H, s), 7.94 (0.9H, m), 7.88 (0.1H, d), 7.67 (0.1H, m), 3.15 (1H, m), 2.87 (1H, m), 2.40-1.00 (21H, m), 0.98 (3H, s), 0.79 (3H, s).

Sources & evidence

ORD record: ord-60f465ffe0e147cd9617de7897165f9b
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08609644B2

Reaction notes

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