18-Methylethynyl Estradiol

Base Information

• Chemical Name: 18-Methylethynyl Estradiol
• CAS No.: 14012-72-7
• Molecular Formula: C₂₁H₂₆O₂
• Molecular Weight: 310.436
• Mol file: 14012-72-7.mol

Synonyms:18,19-Dinor-17a-pregna-1,3,5(10)-trien-20-yne-3,17-diol,13-ethyl- (8CI); 13-Ethyl-17a-ethynylgona-1,3,5(10)-triene-3,17b-diol; 18-Methylethynylestradiol

Chemical Property of 18-Methylethynyl Estradiol

Chemical Property:

• Vapor Pressure: 1.37E-09mmHg at 25°C
• Boiling Point: 468.8°C at 760 mmHg
• Flash Point: 214.1°C
• PSA: 40.46000
• Density: 1.19g/cm³
• LogP: 4.00270

Purity/Quality:

99% ^*data from raw suppliers

18-MethylEthynylEstradiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A Norgestrel (N689500) impurity. An estratriene derivative with estrogenic and ovulation inhibiting activity.

Technology Process of 18-Methylethynyl Estradiol

There total 9 articles about 18-Methylethynyl Estradiol 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: 72.5%

levonorgestrel (797-63-7) → 13β-ethyl-18,19-dinor-17α-pregna-1,3,5(10)-trien-20-yne-3,17β-diol (14012-72-7)

Guidance literature:

With lithium bromide; copper(ll) bromide; In acetonitrile; for 2.5h; Ambient temperature;

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

Reference yield: 60.0%

levonorgestrel (797-63-7,797-64-8,6533-00-2,17092-09-0) → 13β-ethyl-18,19-dinor-17α-pregna-1,3,5(10)-trien-20-yne-3,17β-diol (14012-72-7)

Guidance literature:

With lithium bromide; copper(ll) bromide; In acetonitrile; at 20 ℃; for 2.5h;

DOI:10.1016/S0039-128X(99)00084-7

Reference yield:

(+)-17β-hydroxy-13β-ethyl-3-methoxygona-1,3,5(10)-triene (3625-82-9) → 13β-ethyl-18,19-dinor-17α-pregna-1,3,5(10)-trien-20-yne-3,17β-diol (14012-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1: CrO₃, aq. H₂SO₄ / acetone

2: Py, aq. HCl / 180 °C

3: Li, H₂NCH₂CH₂NH₂ / tetrahydrofuran

With pyridine; chromium(VI) oxide; hydrogenchloride; sulfuric acid; lithium; ethylenediamine; In tetrahydrofuran; acetone;

upstream raw materials:

levonorgestrel

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

acetylene

levonorgestrel

Refernces

• 1、 Rao, Pemmaraju N.,Cessac, James W.,Kim, Hyun K.. "Preparative chemical methods for aromatization of 19-nor-Δ4-3-oxosteroids". . p. 621 - 627. Retrieved 2007/10/02.