(11β,17β)-11-{4-[(dimethylamino)methyl]phenyl}-20,20,21,21,21-pentafluoro-17-hydroxy-19-norpregna-4,9-dien-3-one

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Chemical Name:(11β,17β)-11-{4-[(dimethylamino)methyl]phenyl}-20,20,21,21,21-pentafluoro-17-hydroxy-19-norpregna-4,9-dien-3-one
CAS No.:1325203-78-8
Molecular Formula:C₂₉H₃₄F₅NO₂
Molecular Weight:523.586
Hs Code.:

Synonyms:(11β,17β)-11-{4-[(dimethylamino)methyl]phenyl}-20,20,21,21,21-pentafluoro-17-hydroxy-19-norpregna-4,9-dien-3-one

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Chemical Property of (11β,17β)-11-{4-[(dimethylamino)methyl]phenyl}-20,20,21,21,21-pentafluoro-17-hydroxy-19-norpregna-4,9-dien-3-one

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Technology Process of (11β,17β)-11-{4-[(dimethylamino)methyl]phenyl}-20,20,21,21,21-pentafluoro-17-hydroxy-19-norpregna-4,9-dien-3-one

There total 4 articles about (11β,17β)-11-{4-[(dimethylamino)methyl]phenyl}-20,20,21,21,21-pentafluoro-17-hydroxy-19-norpregna-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: 62.6%

: 622404-66-4
4-[(17β)-20,20,21,21,21-pentafluoro-17-hydroxy-3-oxo-19-norpregna-4,9-dien-11-yl]benzaldehyde

: 124-40-3
dimethyl amine

: 1325203-78-8
(11β,17β)-11-{4-[(dimethylamino)methyl]phenyl}-20,20,21,21,21-pentafluoro-17-hydroxy-19-norpregna-4,9-dien-3-one

Guidance literature:: 4-[(17β)-20,20,21,21,21-pentafluoro-17-hydroxy-3-oxo-19-norpregna-4,9-dien-11-yl]benzaldehyde; dimethyl amine; In tetrahydrofuran; dichloromethane; for 0.25h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; dichloromethane; at 23 ℃; for 20h;
DOI:10.1002/cmdc.201800487

Reference yield:

: 91175-93-8
(5′R,8′S,10′R,13′S,14′S)-5,5,13′-trimethyl-1′,2′,6′,7′,8′,12′,13′,14′,15′,16′-decahydro-17′H-spiro[1,3-dioxane-2,3′-[5,10]epoxycyclopenta[a]phenanthren]-17′-one

: 1325203-78-8
(11β,17β)-11-{4-[(dimethylamino)methyl]phenyl}-20,20,21,21,21-pentafluoro-17-hydroxy-19-norpregna-4,9-dien-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: methyllithium lithium bromide / toluene; diethyl ether / 1 h / -70 - 0 °C

2.1: magnesium / tetrahydrofuran / 1 h / 40 - 50 °C

2.2: 0.25 h / 0 °C

2.3: 13 h / 23 °C

3.1: acetic acid / 16 h / 30 °C

4.1: dichloromethane; tetrahydrofuran / 0.25 h / 23 °C

4.2: 20 h / 23 °C

With methyllithium lithium bromide; magnesium; acetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;

Reference yield:

: 1026668-61-0
(5′R,8′S,10′R,13′S,14′S,17′S)-5,5,13′-trimethyl-17′-(pentafluoroethyl)-1′,2′,7′,8′,12′,13′,14′,15′,16′,17′-decahydro-6′H-spiro[1,3-dioxane-2,3′-[5,10]epoxycyclopenta[a]phenanthren]-17′-ol

: 1325203-78-8
(11β,17β)-11-{4-[(dimethylamino)methyl]phenyl}-20,20,21,21,21-pentafluoro-17-hydroxy-19-norpregna-4,9-dien-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium / tetrahydrofuran / 1 h / 40 - 50 °C

1.2: 0.25 h / 0 °C

1.3: 13 h / 23 °C

2.1: acetic acid / 16 h / 30 °C

3.1: dichloromethane; tetrahydrofuran / 0.25 h / 23 °C

3.2: 20 h / 23 °C

With magnesium; acetic acid; In tetrahydrofuran; dichloromethane;