4-hydroxyethynylestradiol

Base Information

• Chemical Name: 4-hydroxyethynylestradiol
• CAS No.: 50394-90-6
• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.409
• Mol file: 50394-90-6.mol

Synonyms:17a-Ethynylestra-1,3,5(10)-triene-3,4,17b-triol; 19-Nor-17a-pregna-1,3,5(10)-trien-20-yne-3,4,17-triol;4-Hydroxyethinylestradiol

Chemical Property of 4-hydroxyethynylestradiol

Chemical Property:

• Vapor Pressure: 5.63E-10mmHg at 25°C
• Boiling Point: 478.8°C at 760 mmHg
• Flash Point: 221.4°C
• PSA: 60.69000
• Density: 1.29g/cm³
• LogP: 3.29070
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly), Ethyl Acetate (Slightly), Methan

Purity/Quality:

99%min ^*data from raw suppliers

4-Hydroxy ethynyl estradiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-hydroxyethynylestradiol

There total 8 articles about 4-hydroxyethynylestradiol 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:

ethinyl estradiol (57-63-6) → 19-nor-17α-pregna-1,3,5(10)-trien-20-yne-3,4,17β-triol (50394-90-6) + 7alpha-Hydroxyethinlestadiol (59903-16-1) + 19-nor-17α-pregna-1,3,5(10)-trien-20-yne-3,6β,17α-triol (56324-28-8) + 19-nor-17α-pregna-1,3,5(10)-trien-20-yne-3,11α,17β-triol

Guidance literature:

With Cunninghamella elegans (NRRL 1392); In dimethyl sulfoxide; at 29 ℃; for 192h; Further byproducts given;

DOI:10.1515/znb-2004-0314

Reference yield:

norethisterone (68-22-4) → 19-nor-17α-pregna-1,3,5(10)-trien-20-yne-3,4,17β-triol (50394-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 164 mg / Cephalosporium aphidicola (IMI 68689) / dimethylsulfoxide / 192 h / 29 °C

2: 17.4 mg / Cunninghamella elegans (NRRL 1392) / dimethylsulfoxide / 192 h / 29 °C

With Cephalosporium aphidicola (IMI 68689); Cunninghamella elegans (NRRL 1392); In dimethyl sulfoxide;

DOI:10.1515/znb-2004-0314

Reference yield:

4-Amino-17α-ethynylestradiol → 19-nor-17α-pregna-1,3,5(10)-trien-20-yne-3,4,17β-triol (50394-90-6)

Guidance literature:

With hydrogenchloride; sodium periodate; acetic acid;

DOI:10.1016/0039-128X(76)90010-6

upstream raw materials:

ethinyl estradiol

norethisterone

4-Nitro-17α-ethynylestradiol

Refernces

• 1、 Xie,Chen,Xie,Zhao. "A new efficient synthetic method for 2- and 4-hydroxy-17α-ethynylestradiol". . p. 488 - 490. Retrieved 2007/10/02.