3-oxo-7β-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate

Base Information

• Chemical Name: 3-oxo-7β-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate
• CAS No.: 1239977-74-2
• Molecular Formula: C₃₄H₅₁F₅O₃S
• Molecular Weight: 634.835
• Mol file: 1239977-74-2.mol

Synonyms:

Chemical Property of 3-oxo-7β-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-oxo-7β-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate

There total 10 articles about 3-oxo-7β-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate 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:

9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl magnesium bromide (875573-62-9) + 6-dehydro-19-nortestosterone acetate (2590-41-2) → 3-oxo-7α-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate (415927-29-6) + 3-oxo-7β-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate (1239977-74-2)

Guidance literature:

9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl magnesium bromide; 6-dehydro-19-nortestosterone acetate; copper(l) chloride; In tetrahydrofuran; at -20 ℃; for 2h;

With acetic acid; In tetrahydrofuran; at 20 ℃; for 0.5h;

Reference yield:

1-bromo-9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonane (148757-89-5) + 6-dehydro-19-nortestosterone acetate (2590-41-2) → 3-oxo-7α-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate (415927-29-6) + 3-oxo-7β-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate (1239977-74-2)

Guidance literature:

1-bromo-9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonane; With iodine; magnesium; In tetrahydrofuran; at 45 ℃; Inert atmosphere; Large scale reaction;

6-dehydro-19-nortestosterone acetate; With copper(l) chloride; In tetrahydrofuran; at -34 ℃; for 3.5h; optical yield given as %de; Inert atmosphere; Large scale reaction;

DOI:10.1021/op900315j

Reference yield:

1-methanesulfonyloxy-4,4,5,5,5-pentafluoropentane (252947-01-6) → 3-oxo-7α-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate (415927-29-6) + 3-oxo-7β-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-4-en-17βyl acetate (1239977-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / water; acetonitrile / 83 h / 40 - 72 °C / Inert atmosphere; Large scale reaction

2.1: bromine; triphenylphosphine / acetonitrile / 3 h / 23 °C / Large scale reaction

3.1: iodine; magnesium / tetrahydrofuran / 45 °C / Inert atmosphere; Large scale reaction

3.2: 3.5 h / -34 °C / Inert atmosphere; Large scale reaction

With bromine; iodine; magnesium; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/op900315j

upstream raw materials:

9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl magnesium bromide

6-dehydro-19-nortestosterone acetate

1-methanesulfonyloxy-4,4,5,5,5-pentafluoropentane

1-bromo-9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonane