4-[(11β,17β)-17-hydroxy-3-oxo-17-(pentafluoroethyl)estra-4,9-dien-11-yl]-N,N-dimethylbenzamide

Base Information

• Chemical Name: 4-[(11β,17β)-17-hydroxy-3-oxo-17-(pentafluoroethyl)estra-4,9-dien-11-yl]-N,N-dimethylbenzamide
• CAS No.: 1325224-48-3
• Molecular Formula: C₂₉H₃₂F₅NO₃
• Molecular Weight: 537.57

Synonyms:4-[(11β,17β)-17-hydroxy-3-oxo-17-(pentafluoroethyl)estra-4,9-dien-11-yl]-N,N-dimethylbenzamide

Chemical Property of 4-[(11β,17β)-17-hydroxy-3-oxo-17-(pentafluoroethyl)estra-4,9-dien-11-yl]-N,N-dimethylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(11β,17β)-17-hydroxy-3-oxo-17-(pentafluoroethyl)estra-4,9-dien-11-yl]-N,N-dimethylbenzamide

There total 6 articles about 4-[(11β,17β)-17-hydroxy-3-oxo-17-(pentafluoroethyl)estra-4,9-dien-11-yl]-N,N-dimethylbenzamide 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: 76.1%

4-[(17β)-20,20,21,21,21-pentafluoro-17-hydroxy-3-oxo-19-norpregna-4,9-dien-11-yl]benzoic acid (1325226-35-4) + dimethyl amine (124-40-3) → 4-[(11β,17β)-17-hydroxy-3-oxo-17-(pentafluoroethyl)estra-4,9-dien-11-yl]-N,N-dimethylbenzamide (1325224-48-3)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In N,N-dimethyl-formamide; at 23 ℃; for 16h;

DOI:10.1002/cmdc.201800487

Reference yield:

(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 (1026668-61-0) → 4-[(11β,17β)-17-hydroxy-3-oxo-17-(pentafluoroethyl)estra-4,9-dien-11-yl]-N,N-dimethylbenzamide (1325224-48-3)

Guidance literature:

Multi-step reaction with 4 steps

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

1.2: 0.25 h / 0 °C

1.3: 13 h / 0 - 23 °C

2.1: acetic acid / 16 h / 30 °C

3.1: sulfuric acid; chromium(VI) oxide / acetone / 4.5 h / -15 - 0 °C

4.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 16 h / 23 °C

With sulfuric acid; chromium(VI) oxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; magnesium; acetic acid; ethylene dibromide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;

Reference yield:

(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 (91175-93-8) → 4-[(11β,17β)-17-hydroxy-3-oxo-17-(pentafluoroethyl)estra-4,9-dien-11-yl]-N,N-dimethylbenzamide (1325224-48-3)

Guidance literature:

Multi-step reaction with 5 steps

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

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

2.2: 0.25 h / 0 °C

2.3: 13 h / 0 - 23 °C

3.1: acetic acid / 16 h / 30 °C

4.1: sulfuric acid; chromium(VI) oxide / acetone / 4.5 h / -15 - 0 °C

5.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 16 h / 23 °C

With methyllithium lithium bromide; sulfuric acid; chromium(VI) oxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; magnesium; acetic acid; ethylene dibromide; triethylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetone; toluene;

upstream raw materials:

(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

(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

(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

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

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