(+)-Estrone 3-methyl ether → 3-Methoxy-13beta-methyl-17,17-(ethylenedioxy)gona-1,3,5(10),9(11)-tetraene

HRID 437022Notes

Reaction equation

HRID 437022 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:22]2[C@H:9]3[CH2:10][CH2:11][C@@:12]4([CH3:21])[C@H:16]([C@@H:8]3[CH2:7][CH2:6][C:5]=2[CH:4]=1)[CH2:15][CH2:14][C:13]14[O:20][CH2:19][CH2:18][O:17]1.COC1C=CC2[C@H]3CC[C@@]4(C)[C@H]([C@@H]3CCC=2C=1)CCC4=O>>[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:22]2[C:9]3=[CH:10][CH2:11][C@@:12]4([CH3:21])[C@H:16]([C@@H:8]3[CH2:7][CH2:6][C:5]=2[CH:4]=1)[CH2:15][CH2:14][C:13]14[O:17][CH2:18][CH2:19][O:20]1

Participants

3

Reactant 2

HCID 92895(+)-Estrone 3-methyl etherHCID 10892807(8'R,9'S,13'S,14'S)-3'-methoxy-13'-methylspiro[1,3-dioxolane-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]

Product 1

HCID 118095633-Methoxy-13beta-methyl-17,17-(ethylenedioxy)gona-1,3,5(10),9(11)-tetraene

Procedure

The procedure described in Example 1 hereinbefore was repeated except that 2.3 grams of 3-methoxy-13β-methyl-17,17-(ethylenedioxy)gona-1,3,5(10)-triene was substituted for the 3-methoxy-13β-methylgona-1,3,5(10)-trien-17-one in that example.

Sources & evidence

ORD record
ord-ba6d20defac845b8b88c892e8ab10a67
Source dataset
uspto-grants-1977_06
Patent number
US04029648

Reaction notes

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