Estrone enol diacetate

Base Information

• Chemical Name: Estrone enol diacetate
• CAS No.: 20592-42-1
• Molecular Formula: C22H26O4
• Molecular Weight: 354.446
• European Community (EC) Number: 243-899-7
• Nikkaji Number: J131.261H
• Mol file: 20592-42-1.mol

Synonyms:20592-42-1;Estrone enol diacetate;Estra-1,3,5(10),16-tetraene-3,17-diol diacetate;1,3,5(10),16-Estratetraene-3,17-diol diacetate;[(8R,9S,13S,14S)-3-acetyloxy-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-yl] acetate;Estra-1,3,5(10),16-tetraene-3,17-diol, 3,17-diacetate;SCHEMBL8519574;Estra-1,3,5(10),16-tetraene-3,17-diol, diacetate;KPJNGUPMJAHAND-JBPLPALLSA-N;NS00050604;17-(Acetyloxy)estra-1(10),2,4,16-tetraen-3-yl acetate #;[(8R, 9S, 13S, 14S)-3-acetyloxy-13-methyl-6, 7, 8, 9, 11, 12, 14, 15-octahydrocyclopenta[a]phenanthren-17-yl] acetate

Chemical Property of Estrone enol diacetate

Chemical Property:

• Vapor Pressure: 8.84E-10mmHg at 25°C
• Boiling Point: 490.8°Cat760mmHg
• Flash Point: 245.3°C
• PSA: 52.60000
• Density: 1.19g/cm³
• LogP: 4.52490
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 354.18310931
• Heavy Atom Count: 26
• Complexity: 624

Purity/Quality:

99% ^*data from raw suppliers

EstroneEnolDiacetate ^*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)OC(=O)C)C
• Isomeric SMILES: CC(=O)OC1=CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C3C=CC(=C4)OC(=O)C)C
• Uses: Estrone Enol Diacetate can be applied as a substrate for human paroxonases. A steroid with potential to be inhibitor of NADH-oxidase and succinate oxidase.

Technology Process of Estrone enol diacetate

There total 3 articles about Estrone enol diacetate 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: 85.0%

Isopropenyl acetate (108-22-5) + Estrone (53-16-7) → estra-1,3,5(10),16-tetraene-3,17-diol diacetate (20592-42-1)

Guidance literature:

With toluene-4-sulfonic acid;

DOI:10.1002/chem.200902785

Reference yield:

→ Acetic acid 3-acetoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yl ester (20592-42-1,34990-87-9)

Guidance literature:

Keten, Oestron;

Reference yield:

Isopropenyl acetate (108-22-5) → estra-1,3,5(10),16-tetraene-3,17-diol diacetate (20592-42-1)

Guidance literature:

With toluene-4-sulfonic acid;

DOI:10.1021/ja01640a026 DOI:10.1021/ja01565a065

upstream raw materials:

Isopropenyl acetate

Estrone

Downstream raw materials:

3,16β-diacetoxyestra-1,3,5(10)-trien-17-one

3,17β-diacetoxy-16α,17α-epoxy-estra-1,3,5(10)-triene

16α-(Phenylseleno)estrone Acetate

16alpha-Fluoroestradiol