17β-hydroxy-17α-pentafluoroethyl-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estra-4,9-dien-3-one

Base Information

Chemical Name:17β-hydroxy-17α-pentafluoroethyl-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estra-4,9-dien-3-one
CAS No.:1422447-19-5
Molecular Formula:C₃₀H₃₀F₈O₄
Molecular Weight:606.553
Hs Code.:

Synonyms:17β-hydroxy-17α-pentafluoroethyl-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estra-4,9-dien-3-one

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Chemical Property of 17β-hydroxy-17α-pentafluoroethyl-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estra-4,9-dien-3-one

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Technology Process of 17β-hydroxy-17α-pentafluoroethyl-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estra-4,9-dien-3-one

There total 5 articles about 17β-hydroxy-17α-pentafluoroethyl-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estra-4,9-dien-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

: 354-64-3
Pentafluoroethyl iodide

: 1422259-26-4
3,3-ethylenedioxy-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estr-9-en-17-one

: 1422447-19-5
17β-hydroxy-17α-pentafluoroethyl-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estra-4,9-dien-3-one

Guidance literature:: With methyllithium lithium bromide; In diethyl ether; toluene; at -78 - 0 ℃; for 2h;
DOI:10.1016/j.steroids.2012.09.010

Reference yield:

: C₃₁H₃₆F₃NO₆

: 1422447-19-5
17β-hydroxy-17α-pentafluoroethyl-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estra-4,9-dien-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; dichloromethane / 2 h / 0 °C

2: methyllithium lithium bromide / toluene; diethyl ether / 2 h / -78 - 0 °C

With methyllithium lithium bromide; sodium hydroxide; In methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/j.steroids.2012.09.010

Reference yield:

: 1422259-34-4
4'-bromo-trifluoroacetophenone ethylene glycol ketal

: 1422447-19-5
17β-hydroxy-17α-pentafluoroethyl-11β-{4'-[1',1'-(ethylenedioxy)-2'2'2'-trifluoroethyl]phenyl}-estra-4,9-dien-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: iodine; magnesium / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

1.2: 0.5 h / 0 °C / Inert atmosphere

1.3: 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3.1: sodium hydroxide / methanol; dichloromethane / 2 h / 0 °C

4.1: methyllithium lithium bromide / toluene; diethyl ether / 2 h / -78 - 0 °C

With methyllithium lithium bromide; tetrabutyl ammonium fluoride; iodine; magnesium; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/j.steroids.2012.09.010