HCID 69133284, compound → HCID 67535465, compound

HRID 1912705Notes

Reaction equation

HRID 1912705 reaction equation
C1COC23OCCOC2([C@]2(CC[C@H]4[C@@H](CC(=C)[C@]5(O)[C@]4(C)CCCC5)[C@@H]2C3)C)[O:2]1.[C:30]([C@@H:32]1[CH:49]2[C@:44]([CH3:51])([CH2:45][CH2:46][C:47](=[O:50])[CH2:48]2)[C@@H:43]2[C@H:34]([C@H:35]3[C@@:39]([CH2:41][CH2:42]2)([CH3:40])[C:38](=[O:52])[CH2:37][CH2:36]3)[CH2:33]1)#N>>[OH:2][C@:49]12[CH2:48][C:47](=[O:50])[CH2:46][CH2:45][C@:44]1([CH3:51])[C@@H:43]1[C@H:34]([C@H:35]3[C@@:39]([CH2:41][CH2:42]1)([CH3:40])[C:38](=[O:52])[CH2:37][CH2:36]3)[CH2:33][C:32]2=[CH2:30]

Participants

3

Reactant 2

HCID 69133284HCID 69133284, compoundHCID 8665150917,17-Bis(ethylendioxy)-5alpha-hydroxy-6-methyleneandrostane

Product 1

HCID 67535465HCID 67535465, compoundYield 78%

Procedure

The title compound II-bo was prepared in 78% yield from 3,3:17,17-bis(ethylendioxy)-5α-hydroxy-6-methyleneandrostane by the procedure described above for the preparation of 6α-cyanoandrostane-3,17-dione (II-ac, Prepn. 3). The combined organic extracts were washed with H2O, dried over Na2SO4 and evaporated to dryness. 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 4.93 (s, 1H), 4.83 (m, 1H), 4.60 (m, 1H), 2.83 (d, 1H), 2.90-1.10 (m, 18H), 0.95 (s, 3H), 0.77 (s, 3H).

Workup

  1. washThe combined organic extracts were washed with H2O
  2. dry with materialdried over Na2SO4
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-21a4fbfbed8947b19747d880795e2fdf
Source dataset
uspto-grants-2013_12
Patent number
US08609644B2

Reaction notes

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