Reaktion #1477935

ord-bb6096872b3d4e01922e0e966ef867d4

Reaktionsgleichung

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
CC#C[C@]1(O)CC[C@H]2[C@@H]3[C@H](C)CC4=CC(=O)CC[C@]4(CO)[C@H]3CC[C@@]21C
17β,19-dihydroxy-7α-methyl-17α-propinyl-4-androsten-3-one
CC1=C2C[C@@H](C)[C@@H]3[C@H](CC[C@]4(C)[C@@H](O)CC[C@@H]34)[C@@]2(CO)CCC1=O
17β,19-dihydroxy-4,7α-dimethyl-4-androsten-3-one
→
C[C@@H]1C(=O)CC[C@@]2(CO)C1=C[C@@H](C)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
17β,19-dihydroxy-4α,7α-dimethyl-5-androsten-3-one
CC#C[C@]1(O)CC[C@H]2[C@@H]3[C@H](C)C=C4CC(=O)CC[C@]4(CO)[C@H]3CC[C@@]21C
17β,19-dihydroxy-7α-methyl-17α-propinyl-5-androsten-3-one

Edukte

—
17β,19-dihydroxy-7α,17α-dimethyl-4-androsten-3-one
—
7α-methyl-17β,19-di(2'-tetrahydropyranyloxy)-4-androsten-3-one
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
CC#C[C@]1(O)CC[C@H]2[C@@H]3[C@H](C)CC4=CC(=O)CC[C@]4(CO)[C@H]3CC[C@@]21C
17β,19-dihydroxy-7α-methyl-17α-propinyl-4-androsten-3-one
CC1=C2C[C@@H](C)[C@@H]3[C@H](CC[C@]4(C)[C@@H](O)CC[C@@H]34)[C@@]2(CO)CCC1=O
17β,19-dihydroxy-4,7α-dimethyl-4-androsten-3-one

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Substituting 17β,19-dihydroxy-4,7α-dimethyl-4-androsten-3-one, 17β,19-dihydroxy-7α,17α-dimethyl-4-androsten-3-one, 17β,19-dihydroxy-7α-methyl-17α-propinyl-4-androsten-3-one and 7α-methyl-17β,19-di(2'-tetrahydropyranyloxy)-4-androsten-3-one for the 17β,19-dihydroxy-7α-methyl-4-androsten-3-one above results in the formation of 17β,19-dihydroxy-4α,7α-dimethyl-5-androsten-3-one, 17β, 19-dihydroxy-7α,17α-dimethyl-5-androsten-3-one, 17β,19-dihydroxy-7α-methyl-17α-propinyl-5-androsten-3-one and 7α-methyl-17β,19-di(2'-tetrahydropyranyloxy)-5-androsten-3-one, respectively.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04139617uspto-grants-1979_02