HCID 67536381, compound → 6alpha-Methylandrostane-3,17-dione

HRID 42093Notes

Reaction equation

HRID 42093 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.[CH2:29]=[C:30]1[CH:47]2[C@:42]([CH3:49])([CH2:43][CH2:44][C:45](=[O:48])[CH2:46]2)[C@@H:41]2[C@H:32]([C@H:33]3[C@@:37]([CH2:39][CH2:40]2)([CH3:38])[C:36](=[O:50])[CH2:35][CH2:34]3)[CH2:31]1>>[CH3:29][C@@H:30]1[CH:47]2[C@:42]([CH3:49])([CH2:43][CH2:44][C:45](=[O:48])[CH2:46]2)[C@@H:41]2[C@H:32]([C@H:33]3[C@@:37]([CH2:39][CH2:40]2)([CH3:38])[C:36](=[O:50])[CH2:35][CH2:34]3)[CH2:31]1

Participants

3

Reactant 2

HCID 67536381HCID 67536381, compoundHCID 8663556817,17-Bis(ethylendioxy)-6alpha-methylandrostane

Product 1

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

Procedure

The title compound II-ai was prepared in 94% yield from 3,3:17,17-bis(ethylendioxy)-6α-methylandrostane by the procedure described above for the preparation of 6-methyleneandrostane-3,17-dione (II-ac, Prepn. 13). The combined organic extracts were washed with H2O, dried and evaporated to dryness. 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 2.77-0.75 (21H, m), 1.18 (3H, s), 0.98 (3H, d), 0.90 (3H, s).

Workup

  1. washThe combined organic extracts were washed with H2O
  2. customdried
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-3a50dee9b1dc4c72bc9c0c334abc5dfc
Source dataset
uspto-grants-2013_09
Patent number
US08536160B2

Reaction notes

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