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

HRID 1912714Notes

Reaction equation

HRID 1912714 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]([NH2:28])[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.[CH2:29]1COC23OCCOC2([C@]2(CC[C@H]4[C@@H](C[C@H](NC=O)C5[C@]4(C)CCCC5)[C@@H]2C3)C)[O:30]1>>[CH2:11]1[CH2:10][O:9][C:8]23[O:13][CH2:14][CH2:1][O:2][C:3]2([C@:4]2([CH2:27][CH2:26][C@H:25]4[C@@H:15]([C@H:16]([NH:28][CH:29]=[O:30])[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:12]1

Participants

3

Reactant 2

HCID 8663557017,17-Bis(ethylendioxy)-6alpha-formamidoandrostaneHCID 86651511HCID 86651511, compound

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-aminoandrostane by the procedure described above for the preparation of 3,3:17,17-bis(ethylendioxy)-6α-formamidoandrostane (II-bc, Prepn. 28). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS: δ 8.23 (dd, 1H), 7.97 (d, 1H), 4.00-3.70 (m, 8H), 1.85-1.05 (m, 20H), 0.76 (s, 3H), 0.74 (s, 3H).

Sources & evidence

ORD record
ord-c35503e4a0904fa1b98e9f97c1863fb9
Source dataset
uspto-grants-2013_12
Patent number
US08609644B2

Reaction notes

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