HCID 86736330, compound → HCID 22806922, compound

HRID 1390790Notes

Reaction equation

HRID 1390790 reaction equation
C([O:4][C@H:5]1[CH2:10][CH2:9][C@H:8]2[C@H:11]3[C@H:25]([CH2:26][CH2:27][C@:6]12[CH3:7])[C@:19]1([CH2:20][O:21][C:22](=[O:24])[CH3:23])[C:14]([CH2:15][C@@H:16]([O:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[CH2:17][CH2:18]1)=[CH:13][CH2:12]3)(=O)C.[C:33]([O:36][C@H:37]1[CH2:42][CH2:41][C@H:40]2[C@H:43]3[C@H:57]([CH2:58][CH2:59][C@:38]12[CH3:39])[C@:51]1([CH2:52][O:53]C(=O)C)[C:46]([CH2:47][C@@H:48]([O:60][C:61]2([O:66][CH3:67])[CH2:65][CH2:64][CH2:63][CH2:62]2)[CH2:49][CH2:50]1)=[CH:45][CH2:44]3)(=[O:35])[CH3:34].C(O[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@]1(COC(=O)C)C(C[C@@H](OCC)CC1)=CC3)(=O)C>>[C:22]([O:21][CH2:20][C@@:19]12[C@@H:25]3[C@H:11]([C@H:8]4[C@@:6]([CH2:27][CH2:26]3)([CH3:7])[C@@H:5]([OH:4])[CH2:10][CH2:9]4)[CH2:12][CH:13]=[C:14]1[CH2:15][C@@H:16]([O:28][Si:29]([CH3:31])([CH3:30])[CH3:32])[CH2:17][CH2:18]2)(=[O:24])[CH3:23].[C:33]([O:36][C@H:37]1[CH2:42][CH2:41][C@H:40]2[C@H:43]3[C@H:57]([CH2:58][CH2:59][C@:38]12[CH3:39])[C@:51]1([CH2:52][OH:53])[C:46]([CH2:47][C@@H:48]([O:60][C:61]2([O:66][CH3:67])[CH2:65][CH2:64][CH2:63][CH2:62]2)[CH2:49][CH2:50]1)=[CH:45][CH2:44]3)(=[O:35])[CH3:34]

Participants

5

Reactant 3

HCID 86736330HCID 86736330, compoundHCID 86736331HCID 86736331, compoundHCID 86736332HCID 86736332, compound

Product 2

HCID 22806922HCID 22806922, compoundHCID 22806930HCID 22806930, compound

Procedure

Substituting 3β-trimethylsiloxy-5-androstene-17β,19-diol diacetate, 3β-(1'-methoxycyclopentyloxy)-5-androstene-17β,19-diol diacetate and 3β-(1'-cyclopentenyloxy)-5-androstene-17β,19-diol diacetate for the 3β-ethoxy-5-androstene-17β,19-diol diacetate above results in the preparation of 3β-trimethylsiloxy-5-androstene-17β,19-diol 19-acetate, 3β-(1'-methoxycyclopentyloxy)-5-androstene-17β,19-diol 17-acetate and 3β-(1'-cyclopentenyloxy)-5-androstene-17β,19-diol 17-acetate, respectively.

Sources & evidence

ORD record
ord-6e2085beef62405fb2c3e5a199342d9a
Source dataset
uspto-grants-1979_02
Patent number
US04139617

Reaction notes

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