Ethylmetrienone

Base Information

• Chemical Name: Ethylmetrienone
• CAS No.: 848-04-4
• Molecular Formula: C20H26O2
• Molecular Weight: 298.425
• Mol file: 848-04-4.mol

Synonyms:18-Methylestronemethyl ether;

Chemical Property of Ethylmetrienone

Chemical Property:

• Boiling Point: 439.883 °C at 760 mmHg
• Flash Point: 185.526 °C
• PSA: 26.30000
• Density: 1.084 g/cm³
• LogP: 4.51050
• Solubility.: Acetone, DCM, Ethyl Acetate

Purity/Quality:

99%, ^*data from raw suppliers

18-MethylestroneMethylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 18-Methylestrone Methyl Ether is an intermediate in the synthesis of gestodene (G368250), an orally active gestogen with progesterone-like profile of activity.

Technology Process of Ethylmetrienone

There total 39 articles about Ethylmetrienone 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: 97.0%

(+)-17β-hydroxy-13β-ethyl-3-methoxygona-1,3,5(10)-triene (3625-82-9) → dl-13-ethyl-3-methoxygona-1,3,5(10)-trien-17-one (848-04-4)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1016/0039-128X(94)90017-5

Reference yield: 17.56%

methanol (67-56-1) + 13β-ethyl-gon-4-en-3,17-dione (21800-83-9) → dl-13-ethyl-3-methoxygona-1,3,5(10)-trien-17-one (848-04-4) + D-(+)-13β-ethyl-3-methoxygona-1,3,5(10)-triene-6,17-dione

Guidance literature:

With copper(ll) bromide; for 1h; Heating;

DOI:10.1080/00397919608003657

Reference yield:

dl-3-methoxy-13β-ethylgona-2,5(10)-dien-17β-ol (1038-28-4,5772-35-0,14507-49-4,77209-48-4,85798-56-7) → dl-13-ethyl-3-ethoxygona-1,3,5(10)-trien-17-one (848-04-4,968-74-1,2445-28-5,5914-87-4,6161-35-9,7373-93-5,7434-80-2,17092-07-8,19301-69-0,31266-48-5,107598-32-3) + dl-3-methoxy-13β-ethylgona-2,5(10)-dien-17-one (2322-77-2,6236-40-4,17092-08-9,19640-64-3)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; Mechanism;

upstream raw materials:

(+)-17β-hydroxy-13β-ethyl-3-methoxygona-1,3,5(10)-triene

methanol

13β-ethyl-gon-4-en-3,17-dione

levonorgestrel

Downstream raw materials:

(+)-13-ethyl-3-ethoxygona-1,3,5⁽¹⁰⁾-trien-17-one

(-)-13-ethyl-3-ethoxygona-1,3,5⁽¹⁰⁾-trien-17-one

C₂₈H₃₇NO₃S

C₂₈H₃₇NO₃S

Refernces

• 1、 -. "Use of ERbeta-selective ligands for regulating fertility and compounds useful therefor". . . Retrieved 2008/06/13.
• 2、 Quinkert,Del Grosso,Doring,Doring,Schenkel,Bauch,Dambacher,Bats,Zimmermann,Durner. "Total synthesis with a chirogenic opening move demonstrated on steroids with estrane or 18a-homoestrane skeleton". . p. 1345 - 1391. Retrieved 2007/10/02.