(11β,17β)-20,20,21,21,21-pentafluoro-17-hydroxy-11-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-19-norpregna-4,9-dien-3-one

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Chemical Name:(11β,17β)-20,20,21,21,21-pentafluoro-17-hydroxy-11-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-19-norpregna-4,9-dien-3-one
CAS No.:1325203-79-9
Molecular Formula:C₃₂H₃₉F₅N₂O₂
Molecular Weight:578.666
Hs Code.:

Synonyms:(11β,17β)-20,20,21,21,21-pentafluoro-17-hydroxy-11-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-19-norpregna-4,9-dien-3-one

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Chemical Property of (11β,17β)-20,20,21,21,21-pentafluoro-17-hydroxy-11-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-19-norpregna-4,9-dien-3-one

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Technology Process of (11β,17β)-20,20,21,21,21-pentafluoro-17-hydroxy-11-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-19-norpregna-4,9-dien-3-one

There total 5 articles about (11β,17β)-20,20,21,21,21-pentafluoro-17-hydroxy-11-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-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: 54.5%

: 109-01-3
1-methyl-piperazine

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

: 1325203-79-9
(11β,17β)-20,20,21,21,21-pentafluoro-17-hydroxy-11-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-19-norpregna-4,9-dien-3-one

Guidance literature:: 1-methyl-piperazine; 4-[(17β)-20,20,21,21,21-pentafluoro-17-hydroxy-3-oxo-19-norpregna-4,9-dien-11-yl]benzaldehyde; 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:

: 1325204-32-7
(5R,8S,11R,13S,14S,17S)-11-[4-(dimethoxymethyl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17(4H)-diol

: 1325203-79-9
(11β,17β)-20,20,21,21,21-pentafluoro-17-hydroxy-11-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-19-norpregna-4,9-dien-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / 4.5 h / 25 - 35 °C

2.1: tetrahydrofuran; dichloromethane / 0.25 h

2.2: 20 h / 23 °C

With acetic acid; In tetrahydrofuran; dichloromethane;
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

: 1325203-79-9
(11β,17β)-20,20,21,21,21-pentafluoro-17-hydroxy-11-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-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; 1,2-dibromomethane / tetrahydrofuran / 1 h / 55 °C

2.2: 0.25 h / 0 °C

2.3: 13 h / 0 - 23 °C

3.1: acetic acid / 4.5 h / 25 - 35 °C

4.1: tetrahydrofuran; dichloromethane / 0.25 h

4.2: 20 h / 23 °C

With methyllithium lithium bromide; magnesium; acetic acid; 1,2-dibromomethane; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 2.1: |Grignard Reaction / 2.2: |Grignard Reaction / 2.3: |Grignard Reaction;
DOI:10.1002/cmdc.201800487