Reaktion #458996

ord-04714a9372604f389c24a235b505e1fc

Reaktionsgleichung

C[C@H]1C[C@H](O)C=C2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3[C@]21CO

1α-methyl-4-androstene-3β,17β,19-triol

C[C@]12CC[C@H]3[C@@H](CCC4=C[C@@H](O[Si](C)(C)C)CC[C@@]43CO[Si](C)(C)C)[C@@H]1CC[C@@H]2O[Si](C)(C)C

androst-4-ene-3β,17β,19-triol

3β,17β,19-tri(trimethylsiloxy)androst-4-ene

C[C@@H]1CC2=C[C@@H](O)CC[C@]2(CO)[C@H]2CC[C@]3(C)[C@@H](O)CC[C@H]3[C@H]12

7α-methyl-4-androstene-3β,17β,19-triol

C[C@H]1CCC=C2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3[C@]21CO

1α-methyl-4-androstene-17β,19-diol

→

C[C@@H]1CC2=C[C@@H](O[Si](C)(C)C)CC[C@]2(CO[Si](C)(C)C)[C@H]2CC[C@]3(C)[C@@H](O[Si](C)(C)C)CC[C@H]3[C@H]12

7α-methyl-3β,17β,19-tri(trimethylsiloxy)-4-androstene

C[C@H]1C[C@H](O[Si](C)(C)C)C=C2CC[C@H]3[C@@H]4CC[C@H](O[Si](C)(C)C)[C@@]4(C)CC[C@@H]3[C@]21CO[Si](C)(C)C

1α-methyl-3β,17β,19-tri(trimethylsiloxy)androst-4-ene

C[C@H]1CCC=C2CC[C@H]3[C@@H]4CC[C@H](O[Si](C)(C)C)[C@@]4(C)CC[C@@H]3[C@]21CO[Si](C)(C)C

1α-methyl-17β,19-di(trimethylsiloxy)androst-4-ene

Edukte

1α-methyl-4-androstene-3β,17β,19-triol

androst-4-ene-3β,17β,19-triol

3β,17β,19-tri(trimethylsiloxy)androst-4-ene

7α-methyl-4-androstene-3β,17β,19-triol

1α-methyl-4-androstene-17β,19-diol

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen

See reaction.notes.procedure_details.

Vorschrift

Following essentially the same procedure but substituting 1α-methyl-4-androstene-17β,19-diol, 1α-methyl-4-androstene-3β,17β,19-triol and 7α-methyl-4-androstene-3β,17β,19-triol for the androst-4-ene-3β,17β,19-triol above results in the formation of 1α-methyl-17β,19-di(trimethylsiloxy)androst-4-ene, 1α-methyl-3β,17β,19-tri(trimethylsiloxy)androst-4-ene and 7α-methyl-3β,17β,19-tri(trimethylsiloxy)-4-androstene, respectively.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04087524uspto-grants-1978_05