HCID 86635563, compound → HCID 86651492, compound

HRID 1912661Notes

Reaction equation

C1COC23OCCOC2([C@]2(CC[C@H]4[C@@H](C[C@@H](O)C5[C@]4(C)CCCC5)[C@@H]2C3)C)O1.[N+:29]([O-:59])([O:31][C@@H:32]1[CH:49]2[C@:44]([CH3:50])([CH2:45][CH2:46][CH2:47][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]24[O:55][CH2:56][CH2:57][O:58][C:37]2([O:54][CH2:53][CH2:52][O:51]4)[CH2:36]3)[CH2:33]1)=[O:30]>>[N+:29]([O-:59])([O:31][C@H:32]1[CH:49]2[C@:44]([CH3:50])([CH2:45][CH2:46][CH2:47][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]24[O:51][CH2:52][CH2:53][O:54][C:37]2([O:58][CH2:57][CH2:56][O:55]4)[CH2:36]3)[CH2:33]1)=[O:30]

Participants

Reactant 2

HCID 86635563HCID 86635563, compound

HCID 86651493HCID 86651493, compound

Product 1

HCID 86651492HCID 86651492, compoundYield 50%

Procedure

17,17-Bis(ethylendioxy)androstane-6β-yl nitrate was prepared in 50% yield from 3,3:17,17-bis(ethylendioxy)androstan-6β-ol following the procedure described above for the preparation of 3,3:17,17-bis(ethylendioxy)androstane-6α-yl nitrate (Prepn. 1). 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 5.16 (m, 1H), 3.93-3.76 (m, 8H), 2.20-0.77 (m, 20H), 1.00 (s, 3H), 0.85 (s, 3H).

Sources & evidence

ORD record: ord-14c53c1da3714ff981855f0add2e08c6
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08609644B2

Reaction notes

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