Reaktion #738683

ord-514b49d5b1954a9cbfd73f2cc677d67b

Reaktionsgleichung

C[C@]12C[C@H](c3ccc(OCCCCI)cc3)[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O
product
C[C@]12C[C@H](c3ccc(OCCCCI)cc3)[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O
11beta-[4-[(4-iodobutyl)oxy]phenyl]estra-1,3,5(10)-triene-3,17beta-diol
CC([O-])=S.[K+]
potassium thioacetate
→
CC(=S)CCCCOc1ccc([C@H]2C[C@]3(C)[C@@H](O)CC[C@H]3[C@@H]3CCc4cc(O)ccc4[C@H]32)cc1
expected product
Ausbeute 82.2%
CC(=S)CCCCOc1ccc([C@H]2C[C@]3(C)[C@@H](O)CC[C@H]3[C@@H]3CCc4cc(O)ccc4[C@H]32)cc1
11beta-[4-[[4-(thioacetyl)butyl]oxy]phenyl]estra-1,3,5(10)-triene-3,17beta-diol
Ausbeute 82.2%

Edukte

C[C@]12C[C@H](c3ccc(OCCCCI)cc3)[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O
product
C[C@]12C[C@H](c3ccc(OCCCCI)cc3)[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O
11beta-[4-[(4-iodobutyl)oxy]phenyl]estra-1,3,5(10)-triene-3,17beta-diol
CC([O-])=S.[K+]
potassium thioacetate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The operation is carried out as in Stage E of Example 8 starting with 1.18 g of the product obtained in Stage D and 460 mg of potassium thioacetate. 850 mg of expected product is obtained. M.p. # 90° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06281204B1uspto-grants-2001_08