estradiol 3-propyl ether

Base Information

• Chemical Name: estradiol 3-propyl ether
• CAS No.: 22034-63-5
• Molecular Formula: C₂₁H₃₀O₂
• Molecular Weight: 314.468
• Mol file: 22034-63-5.mol

Synonyms:Estra-1,3,5(10)-trien-17b-ol, 3-propoxy- (8CI); Estradiol3-propyl ether

Chemical Property of estradiol 3-propyl ether

Chemical Property:

• Vapor Pressure: 5.16E-09mmHg at 25°C
• Boiling Point: 453.5°Cat760mmHg
• Flash Point: 195.9°C
• Density: 1.079g/cm³
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethanol (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

HPLC ≥ 98% ^*data from raw suppliers

Estradiol 3-Propyl Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Estradiol 3-Propyl Ether is a derivative of 17β-Estradiol (E888000) which functions as the major estrogen secreted by the premenopausal ovary.

Technology Process of estradiol 3-propyl ether

There total 5 articles about estradiol 3-propyl ether 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-allyloxy-17β-hydroxy-1,3,5(10)-estratriene (1034000-81-1) + 2-(4-(tert-butyl)phenyl)benzo[d][1,3,2]dioxaborole (241147-96-6) → para-tert-butylphenol (98-54-4) + 13-methyl-3-propoxy-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol (22034-63-5)

Guidance literature:

With oxygen; hydrazine hydrate; In acetonitrile; at 32 ℃; for 3h; under 760.051 Torr; Schlenk technique;

DOI:10.1002/ejoc.201501222

Reference yield: 92.8%

estradiol (50-28-2) + propyl bromide (106-94-5) → 13-methyl-3-propoxy-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol (22034-63-5)

Guidance literature:

estradiol; With sodium hydroxide; In acetone; for 0.5h;

propyl bromide; In acetone; for 3h;

Reference yield: 91.0%

3-allyloxy-17β-hydroxy-1,3,5(10)-estratriene (1034000-81-1) → 13-methyl-3-propoxy-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol (22034-63-5)

Guidance literature:

With triethylsilane; 1% Pd on activated carbon; In water; at 20 ℃; for 12h; Reagent/catalyst; chemoselective reaction; Green chemistry;

DOI:10.1039/d0gc02087g

upstream raw materials:

di-1-propyl sulfate

estradiol

3-allyloxy-17β-hydroxy-1,3,5(10)-estratriene

2-(4-(tert-butyl)phenyl)benzo[d][1,3,2]dioxaborole

Refernces

• 1、 -. "Synthesis method of promestriene". Paragraph 0022-0024. . Retrieved 2019/07/29.
• 2、 Freudenhammer, Christoph,Grotemeyer, Juergen. "Rearrangement and fragmentation of estrogen ether ions: New aspects found with Fourier transform ion cyclotron resonance mass spectrometry". experimental part. p. 489 - 501. Retrieved 2011/10/31.