Ethynyl Estradiol 17-Acetate

Base Information

• Chemical Name: Ethynyl Estradiol 17-Acetate
• CAS No.: 21221-29-4
• Molecular Formula: C₂₂H₂₆O₃
• Molecular Weight: 338.447
• DSSTox Substance ID: DTXSID001034145
• Mol file: 21221-29-4.mol

Synonyms:Ethynyl Estradiol 17-Acetate;21221-29-4;[(8R,9S,13S,14S,17R)-17-ethynyl-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] acetate;SCHEMBL9441942;DTXSID001034145;AKOS030241773;J-013926;19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, (17alpha)-17-Acetate;19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, 17-acetate, (17.alpha.)-

Chemical Property of Ethynyl Estradiol 17-Acetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.594
• Boiling Point: 463.201°C at 760 mmHg
• Flash Point: 184.216°C
• PSA: 35.53000
• Density: 1.198g/cm³
• LogP: 4.44390
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 338.18819469
• Heavy Atom Count: 25
• Complexity: 604

Purity/Quality:

95% ^*data from raw suppliers

EthynylEstradiol17-Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1(CCC2C1(CCC3C2CCC4=C3C=CC(=C4)O)C)C#C
• Isomeric SMILES: CC(=O)O[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C3C=CC(=C4)O)C)C#C
• Uses: Ethynyl Estradiol 17-Acetate (cas# 21221-29-4) is a compound useful in organic synthesis.

Technology Process of Ethynyl Estradiol 17-Acetate

There total 4 articles about Ethynyl Estradiol 17-Acetate 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: 66.0%

ethynylestradiol diacetate (13258-68-9) → 17β-acetoxy-17α-ethynyl-3-hydroxy-1,3,5[10]-estratriene (21221-29-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1080/07328309908544025

Reference yield:

ethinyl estradiol (57-63-6) → 17β-acetoxy-17α-ethynyl-3-hydroxy-1,3,5[10]-estratriene (21221-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine / 48 h / 100 °C

2: 66 percent / potassium carbonate / methanol / 0.5 h / 20 °C

With pyridine; potassium carbonate; In methanol; 1: Acetylation / 2: Deacetylation;

DOI:10.1080/07328309908544025

Reference yield:

→ Acetic acid (13S,17R)-17-ethynyl-3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester (21221-29-4)

Guidance literature:

entspr. Acetat, Hydrolyse;

upstream raw materials:

ethynylestradiol diacetate

ethinyl estradiol

Downstream raw materials:

methyl {(17β-acetoxy-17α-ethynyl-1,3,5[10]-estratrien-3-yl)-2,3,4-tri-O-acetyl-β-D-glucopyranosid}uronate

Refernces

• 1、 -. "17β-Ethynyl-3,17α-estradiol and derivatives thereof". . . Retrieved 2008/06/13.