17,17-Bis(ethylendioxy)-6alpha-formamidoandrostane → HCID 86635590, compound

HRID 42121Notes

Reaction equation

HRID 42121 reaction equation
[CH2:1]1[CH2:14][O:13][C:8]23[O:9][CH2:10][CH2:11][O:12][C:3]2([C@:4]2([CH2:27][CH2:26][C@H:25]4[C@@H:15]([C@H:16](CN)[CH2:17][CH:18]5[C@:23]4([CH3:24])[CH2:22][CH2:21][CH2:20][CH2:19]5)[C@@H:6]2[CH2:7]3)[CH3:5])[O:2]1.C1COC23OCCOC2([C@]2(CC[C@H]4[C@@H](C[C@H]([NH:57][CH:58]=[O:59])C5[C@]4(C)CCCC5)[C@@H]2C3)C)O1>>[CH2:1]1[CH2:14][O:13][C:8]23[O:9][CH2:10][CH2:11][O:12][C:3]2([C@:4]2([CH2:27][CH2:26][C@H:25]4[C@@H:15]([C@H:16]([NH:57][CH:58]=[O:59])[CH2:17][CH:18]5[C@:23]4([CH3:24])[CH2:22][CH2:21][CH2:20][CH2:19]5)[C@@H:6]2[CH2:7]3)[CH3:5])[O:2]1

Participants

3

Reactant 2

HCID 8663557017,17-Bis(ethylendioxy)-6alpha-formamidoandrostaneHCID 8663559117,17-Bis(ethylendioxy)-7alpha-aminomethylandrostane

Product 1

HCID 86635590HCID 86635590, compoundYield 92%

Procedure

17,17-Bis(ethylendioxy)-7α-formamidoandrostane was prepared in 92% yield from 3,3:17,17-bis(ethylendioxy)-7α-aminomethylandrostane by the procedure described above for the preparation of 3,3:17,17-bis(ethylendioxy)-6α-formamidoandrostane (Prepn. 20). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 8.10 (1H, m), 7.98 (1H, m), 4.05 (1H, m), 3.89-3.20 (8H, m), 1.93-0.50 (20H, m), 0.80 (3H, s), 0.78 (3H, s)

Sources & evidence

ORD record
ord-a378a1c1c071466e86f38ca627b98aac
Source dataset
uspto-grants-2013_09
Patent number
US08536160B2

Reaction notes

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