3-{(E)-[(16E,17β)-3-fluoro-17-hydroxyestra-1,3,5(10)trien-16-ylidene]methyl}benzamide

Base Information

• Chemical Name: 3-{(E)-[(16E,17β)-3-fluoro-17-hydroxyestra-1,3,5(10)trien-16-ylidene]methyl}benzamide
• CAS No.: 1401938-35-9
• Molecular Formula: C₂₆H₂₈FNO₂
• Molecular Weight: 405.512

Synonyms:3-{(E)-[(16E,17β)-3-fluoro-17-hydroxyestra-1,3,5(10)trien-16-ylidene]methyl}benzamide

Chemical Property of 3-{(E)-[(16E,17β)-3-fluoro-17-hydroxyestra-1,3,5(10)trien-16-ylidene]methyl}benzamide

Chemical Property:

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Technology Process of 3-{(E)-[(16E,17β)-3-fluoro-17-hydroxyestra-1,3,5(10)trien-16-ylidene]methyl}benzamide

There total 3 articles about 3-{(E)-[(16E,17β)-3-fluoro-17-hydroxyestra-1,3,5(10)trien-16-ylidene]methyl}benzamide 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: 99.0%

3-{(E)-[(16E)-3-fluoro-17-oxoestra-1,3,5(10)trien-16-ylidene]methyl}benzamide (1401938-34-8) → 3-{(E)-[(16E,17β)-3-fluoro-17-hydroxyestra-1,3,5(10)trien-16-ylidene]methyl}benzamide (1401938-35-9)

Guidance literature:

With methanol; sodium tetrahydroborate; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

(8R,9S,13S,14S)-3-fluoro-13-methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one (5295-56-7) → 3-{(E)-[(16E,17β)-3-fluoro-17-hydroxyestra-1,3,5(10)trien-16-ylidene]methyl}benzamide (1401938-35-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / ethanol; water / 1 h / Reflux

2: sodium tetrahydroborate; methanol / dichloromethane / 0.5 h / 20 °C

With methanol; sodium tetrahydroborate; potassium hydroxide; In ethanol; dichloromethane; water;

Reference yield:

3-carboxamidobenzaldehyde (126534-87-0) → 3-{(E)-[(16E,17β)-3-fluoro-17-hydroxyestra-1,3,5(10)trien-16-ylidene]methyl}benzamide (1401938-35-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / ethanol; water / 1 h / Reflux

2: sodium tetrahydroborate; methanol / dichloromethane / 0.5 h / 20 °C

With methanol; sodium tetrahydroborate; potassium hydroxide; In ethanol; dichloromethane; water;

upstream raw materials:

(8R,9S,13S,14S)-3-fluoro-13-methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one

3-carboxamidobenzaldehyde

3-{(E)-[(16E)-3-fluoro-17-oxoestra-1,3,5⁽¹⁰⁾trien-16-ylidene]methyl}benzamide

Downstream raw materials:

3-{[(16β,17β)-3-fluoro-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide

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