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HCID 69133284, compound → 6alpha-Methylandrostane-3,17-dione

HRID 1912692
Notes
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Reaction equation

HRID 1912692 reaction equation
C1COC23OCCOC2([C@]2(CC[C@H]4[C@@H](C[C@H](C)C5[C@]4(C)CCCC5)[C@@H]2C3)C)O1.[C:29]([C@@H:31]1[CH:48]2[C@:43]([CH3:50])([CH2:44][CH2:45][C:46](=[O:49])[CH2:47]2)[C@@H:42]2[C@H:33]([C@H:34]3[C@@:38]([CH2:40][CH2:41]2)([CH3:39])[C:37](=[O:51])[CH2:36][CH2:35]3)[CH2:32]1)#N>>[CH3:29][C@@H:31]1[CH:48]2[C@:43]([CH3:50])([CH2:44][CH2:45][C:46](=[O:49])[CH2:47]2)[C@@H:42]2[C@H:33]([C@H:34]3[C@@:38]([CH2:40][CH2:41]2)([CH3:39])[C:37](=[O:51])[CH2:36][CH2:35]3)[CH2:32]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 69133284HCID 69133284, compoundHCID 8663556817,17-Bis(ethylendioxy)-6alpha-methylandrostane

Product 1

HCID 690079826alpha-Methylandrostane-3,17-dioneYield 94%

Procedure

The title compound II-ay was prepared in 94% yield from 3,3:17,17-bis(ethylendioxy)-6α-methylandrostane 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, acetone-d6, ppm from TMS): δ 2.77-0.75 (m, 21H), 1.18 (s, 3H), 0.98 (d, 3H), 0.90 (s, 3H).

Workup

  1. washThe combined organic extracts were washed with H2O
  • dry with materialdried over Na2SO4
  • customevaporated to dryness
  • Sources & evidence

    ORD record
    ord-d67195d197f94d18914401f986ecb5b4
    Source dataset
    uspto-grants-2013_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08609644B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes