17-Ethylestradiol

Base Information

• Chemical Name: 17-Ethylestradiol
• CAS No.: 2553-34-6
• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.441
• UNII: JL3XDL8DYL
• DSSTox Substance ID: DTXSID10948429
• Nikkaji Number: J332.186J
• Wikipedia: Ethylestradiol
• Wikidata: Q48862278
• ChEMBL ID: CHEMBL1627625
• Mol file: 2553-34-6.mol

Synonyms:17-ethylestradiol

Chemical Property of 17-Ethylestradiol

Chemical Property:

• Vapor Pressure: 3.9E-09mmHg at 25°C
• Boiling Point: 456.7°Cat760mmHg
• Flash Point: 208.9°C
• PSA: 40.46000
• Density: 1.118g/cm³
• LogP: 4.38940
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 300.208930132
• Heavy Atom Count: 22
• Complexity: 435

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1(CCC2C1(CCC3C2CCC4=C3C=CC(=C4)O)C)O
• Isomeric SMILES: CC[C@@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C3C=CC(=C4)O)C)O

Technology Process of 17-Ethylestradiol

There total 8 articles about 17-Ethylestradiol 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%

ethinyl estradiol (57-63-6) → 17α-ethylestradiol (2553-34-6)

Guidance literature:

With hydrogen; In methanol; at 25 ℃; for 24h; under 760.051 Torr; chemoselective reaction; Green chemistry;

DOI:10.1002/cctc.201300035

Reference yield:

17α-ethynylestra-3,17β-diol 3,17-bis(tetrahydropyranyl ether) (3589-92-2) → 17α-ethylestradiol (2553-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / ethyl acetate / 5 h / 760.05 Torr

2: p-TSA*H₂O; MeOH / 2 h / 20 °C

With methanol; hydrogen; toluene-4-sulfonic acid; 10percent Pd/C; In ethyl acetate;

DOI:10.1021/jm0001166

Reference yield:

C30H44O4 → 17α-ethylestradiol (2553-34-6)

Guidance literature:

With methanol; toluene-4-sulfonic acid; at 20 ℃; for 2h;

DOI:10.1021/jm0001166

upstream raw materials:

ethinyl estradiol

ethylmagnesium iodide

17α-ethynylestra-3,17β-diol 3,17-bis(tetrahydropyranyl ether)

Estrone

Refernces

• 1、 Boivin,Luu-The,Lachance,Labrie,Poirier. "Structure-activity relationships of 17α-derivatives of estradiol as inhibitors of steroid sulfatase". . p. 4465 - 4478. Retrieved 2007/10/03.