3-acetoxy-11β-[4-(2-dimethylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-17-one

Base Information

• Chemical Name: 3-acetoxy-11β-[4-(2-dimethylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-17-one
• CAS No.: 1372163-82-0
• Molecular Formula: C₃₀H₃₇NO₄
• Molecular Weight: 475.628
• Mol file: 1372163-82-0.mol

Synonyms:3-acetoxy-11β-[4-(2-dimethylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-17-one

Chemical Property of 3-acetoxy-11β-[4-(2-dimethylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-17-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-acetoxy-11β-[4-(2-dimethylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-17-one

There total 10 articles about 3-acetoxy-11β-[4-(2-dimethylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-17-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: 95.0%

(11R,13S)-11-(4-(2-(dimethylamino)ethoxy)phenyl)-13-methyl-7,8,11,12,13,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione + Acetyl bromide (506-96-7) → 3-acetoxy-11β-[4-(2-dimethylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-17-one (1372163-82-0)

Guidance literature:

With acetic anhydride; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/bc200645n

Reference yield: 95.0%

(11R,13S)-11-(4-(2-(dimethylamino)ethoxy)phenyl)-13-methyl-7,8,11,12,13,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione + Acetyl bromide (506-96-7) + acetic anhydride (108-24-7) → 3-acetoxy-11β-[4-(2-dimethylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-17-one (1372163-82-0)

Guidance literature:

In dichloromethane; at 20 ℃;

Reference yield:

ethylene deltenone (5571-36-8) → 3-acetoxy-11β-[4-(2-dimethylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-17-one (1372163-82-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine; dihydrogen peroxide; Hexafluoroacetone / dichloromethane / 18 h / 0 - 20 °C

2.1: copper(l) iodide / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

3.1: water; acetic acid / 1.5 h / 50 - 60 °C

4.1: caesium carbonate / acetone / 16 h / 80 °C

5.1: acetic anhydride / dichloromethane / 16 h / 20 °C

With pyridine; copper(l) iodide; water; dihydrogen peroxide; acetic anhydride; caesium carbonate; acetic acid; Hexafluoroacetone; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1021/bc200645n

upstream raw materials:

Acetyl bromide

(5'R,10'R,13'S)-13'-methyl-1',2',6',7',8',12',13',14',15',16'-decahydro-17'H-spiro[1,3-dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-one

ethylene deltenone

11beta-(4-hydroxyphenyl)-estra-4,9-diene-3,17-dione

Downstream raw materials:

11β-(4-{2-[(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl)-methyl-amino]-ethoxy}-phenyl)-estra-1,3,5(10)-triene-3,17β-diol

11β-[4-(2-methylamino-ethoxy)-phenyl]-estra-1,3,5(10)-triene-3,17β-diol