Estra-1,3,5(10)-triene-3,17-diol,7-[9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl]-,17-acetate,(7a,17b)-

Base Information

• Chemical Name: Estra-1,3,5(10)-triene-3,17-diol,7-[9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl]-,17-acetate,(7a,17b)-
• CAS No.: 875573-69-6
• Molecular Formula: C34H49F5O3S
• Molecular Weight: 632.819
• Mol file: 875573-69-6.mol

Synonyms:(7α,17β)-7-[9-(4,4,5,5,5-pentafluoropentyl)thio]nonyl]estra-1,3,5(10)- triene-3-diol-17oxyethyl;

Chemical Property of Estra-1,3,5(10)-triene-3,17-diol,7-[9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl]-,17-acetate,(7a,17b)-

Chemical Property:

• Boiling Point: 631.4±55.0 °C(Predicted)
• PKA: 10.26±0.70(Predicted)
• PSA: 71.83000
• Density: 1.19 g/cm³
• LogP: 10.23790
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

7-[9-[(4,4,5,5,5-Pentafluoropentyl)thio]nonyl]-,17-acetate,(7α,17β)-estra-1,3,5(10)-triene-3,17-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-[9-[(4,4,5,5,5-Pentafluoropentyl)thio]nonyl]-,17-acetate,(7α,17β)-estra-1,3,5(10)-triene-3,17-diol is an impurity of Fulvestrant (F862500), a novel steroidal estrogen antagonist reported to lack any partial agonist activity. Antineoplastic (hormonal).

Technology Process of Estra-1,3,5(10)-triene-3,17-diol,7-[9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl]-,17-acetate,(7a,17b)-

There total 14 articles about Estra-1,3,5(10)-triene-3,17-diol,7-[9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl]-,17-acetate,(7a,17b)- 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: 85.0%

(+)-(7α)-[9-bromononyl]estra-1,3,5(10)-triene-3-ol-17β-yl acetate (875573-66-3) + C6H9F5N2S*ClH → 17-O-acetyl-S-deoxo-fulvestrant (875573-69-6)

Guidance literature:

(+)-(7α)-[9-bromononyl]estra-1,3,5(10)-triene-3-ol-17β-yl acetate; C₆H₉F₅N₂S*ClH; With potassium hydroxide; In N,N-dimethyl-formamide; at 0 - 10 ℃; for 1.5h;

With acetic acid; In ethyl acetate; N,N-dimethyl-formamide; for 0.166667h;

Reference yield: 80.0%

1-methanesulfonyloxy-4,4,5,5,5-pentafluoropentane (252947-01-6) + C29H44O3S → 17-O-acetyl-S-deoxo-fulvestrant (875573-69-6)

Guidance literature:

With potassium carbonate; In acetonitrile; for 48h; Inert atmosphere; Reflux;

Reference yield:

(7α,17β)-7-[9-(methanesulfonyloxy)nonyl]estra-1,3,5(10)-triene-3,17-diol-17-acetate + S-(4,4,5,5,5-pentafluoropentyl)isothiourea methanesulfonate → 17-O-acetyl-S-deoxo-fulvestrant (875573-69-6)

Guidance literature:

With sodium hydroxide; In methanol; water; for 24h; Inert atmosphere; Reflux;

upstream raw materials:

(+)-(7α)-[9-bromononyl]estra-1,3,5(10)-triene-3-ol-17β-yl acetate

4,4,5,5,5-pentafluoropentane-1-thiol

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

19-nortestosterone

Downstream raw materials:

((7R,8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-7-(9-((4,4,5,5,5-pentafluoropentyl)sulfinyl)nonyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl)boronic acid

fulvestrant

fulvestrant 17β-acetate

(+)-(7α)-[9-(4,4,5,5,5-pentafluoropentylsulfanyl)nonyl]estra-1,3,5(10)-triene-3,17β-diol

Refernces

• 1、 -. "A new compound and its preparation method and elimination method (by machine translation)". . . Retrieved 2018/01/06.
• 2、 -. "Process for the preparation of 7alpha-alkylated 19-norsteroids". Page/Page column 25. . Retrieved 2008/06/13.