Reaktion #459016

ord-b5685285bf2e498ea63e2e8449911c77

Reaktionsgleichung

C[C@@H]1CC(=O)C=C2CC[C@@H]3[C@H](CC[C@]4(C)C(=O)CC[C@@H]34)[C@]21CO
19-hydroxy-1β-methyl-4-androsten-3,17-dione
CC(=O)O.CC(=O)O.C[C@@H]1CC2=CC(=O)CC[C@]2(CO)[C@H]2CC[C@]3(C)[C@@H](O)CC[C@H]3[C@H]12
17β,19-dihydroxy-7α-methyl-4-androsten-3-one diacetate
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO)[C@@H]1CC[C@@H]2O
17β,19-dihydroxy-4-androsten-3-one
→
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
1β-methyl-4-androstene-3α,17β,19-triol

Edukte

C[C@@H]1CC(=O)C=C2CC[C@@H]3[C@H](CC[C@]4(C)C(=O)CC[C@@H]34)[C@]21CO
19-hydroxy-1β-methyl-4-androsten-3,17-dione
CC(=O)O.CC(=O)O.C[C@@H]1CC2=CC(=O)CC[C@]2(CO)[C@H]2CC[C@]3(C)[C@@H](O)CC[C@H]3[C@H]12
17β,19-dihydroxy-7α-methyl-4-androsten-3-one diacetate
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO)[C@@H]1CC[C@@H]2O
17β,19-dihydroxy-4-androsten-3-one
—
7α-methyl-17β,19-di-(2'-tetrahydropyranyloxy)-4-androsten-3-one

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Following essentially the same procedure and substituting 17β,19-dihydroxy-7α-methyl-4-androsten-3-one diacetate, 7α-methyl-17β,19-di-(2'-tetrahydropyranyloxy)-4-androsten-3-one and 19-hydroxy-1β-methyl-4-androsten-3,17-dione for the 17β,19-dihydroxy-4-androsten-3-one above results in the preparation of 7α-methyl-4-androstene-3α,17β,19-triol 17β,19-diacetate, 7α-methyl-17β,19-di-(2'-tetrahydropyranyloxy)-4-androsten-3α-ol and 1β-methyl-4-androstene-3α,17β,19-triol, respectively.

Quelle

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