19-Methoxy-6-methyl-5-androsten-3beta,17beta-diol → 19-Methoxy-1beta-methyl-5-androstene-3beta,17beta-diol diacetate

HRID 1390764Notes

Reaction equation

HRID 1390764 reaction equation
[CH3:1]OC[C@@]12[C@@H]3[C@H]([C@H]4[C@@](CC3)(C)[C@@H](O)CC4)CC=C1C[C@@H](O)C[C@H]2C.[CH3:25]OC[C@@]12[C@@H]3[C@H]([C@H]4[C@@](CC3)(C)[C@@H](O)CC4)CC(C)=C1C[C@@H](O)CC2.[C:49]([O:52][C@H:53]1[CH2:70][CH2:69][C@@:68]2([CH2:71][O:72][CH3:73])[C:55](=[CH:56][CH2:57][C@@H:58]3[C@@H:67]2[CH2:66][CH2:65][C@@:63]2([CH3:64])[C@H:59]3[CH2:60][CH2:61][C@@H:62]2[O:74][C:75](=[O:77])[CH3:76])[CH2:54]1)(=[O:51])[CH3:50]>>[C:49]([O:52][C@H:53]1[CH2:70][C@@H:69]([CH3:1])[C@@:68]2([CH2:71][O:72][CH3:73])[C:55](=[CH:56][CH2:57][C@@H:58]3[C@@H:67]2[CH2:66][CH2:65][C@@:63]2([CH3:64])[C@H:59]3[CH2:60][CH2:61][C@@H:62]2[O:74][C:75](=[O:77])[CH3:76])[CH2:54]1)(=[O:51])[CH3:50].[C:49]([O:52][C@H:53]1[CH2:70][CH2:69][C@@:68]2([CH2:71][O:72][CH3:73])[C:55](=[C:56]([CH3:25])[CH2:57][C@@H:58]3[C@@H:67]2[CH2:66][CH2:65][C@@:63]2([CH3:64])[C@H:59]3[CH2:60][CH2:61][C@@H:62]2[O:74][C:75](=[O:77])[CH3:76])[CH2:54]1)(=[O:51])[CH3:50]

Participants

5

Reactant 3

HCID 7060480219-Methoxy-6-methyl-5-androsten-3beta,17beta-diolHCID 7060575019-Methoxy-1beta-methyl-5-androstene-3beta,17beta-diolHCID 8661220719-Methoxyandrost-5-ene-3beta,17beta-diol diacetate

Product 2

HCID 8673631619-Methoxy-1beta-methyl-5-androstene-3beta,17beta-diol diacetateHCID 8673631719-Methoxy-6-methyl-5-androstene-3beta,17beta-diol diacetate

Procedure

Substituting 19-methoxy-1β-methyl-5-androstene-3β,17β-diol and 19-methoxy-6-methyl-5-androstene-3β,17β-diol in lieu of the 19-methoxyandrost-5-ene-3β,17β-diol above results in the preparation of 19-methoxy-1β-methyl-5-androstene-3β,17β-diol diacetate and 19-methoxy-6-methyl-5-androstene-3β,17β-diol diacetate.

Sources & evidence

ORD record
ord-ff07c3cccd88438e93932ba45ee68b6e
Source dataset
uspto-grants-1979_02
Patent number
US04139617

Reaction notes

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