10-oxirane-4-estrene-3,17-dione

Base Information

• Chemical Name: 10-oxirane-4-estrene-3,17-dione
• CAS No.: 108180-14-9
• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.425
• Mol file: 108180-14-9.mol

Synonyms:10-oxirane-4-estrene-3,17-dione

Chemical Property of 10-oxirane-4-estrene-3,17-dione

Chemical Property:

• Vapor Pressure: 2.45E-09mmHg at 25°C
• Boiling Point: 479°C at 760 mmHg
• Flash Point: 211.3°C
• PSA: 46.67000
• Density: 1.2g/cm³
• LogP: 3.46630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 10-oxirane-4-estrene-3,17-dione

There total 3 articles about 10-oxirane-4-estrene-3,17-dione 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: 54.0%

(19R)-10β-oxiranylestr-5-ene-3β,17β-diol (116865-18-0) → (19R)-10β-oxiranyl-4-estrene-3,17-dione (108180-14-9)

Guidance literature:

With aluminum isopropoxide; In cyclohexanone; toluene; for 3.5h; Heating;

DOI:10.1021/jo00260a026

Reference yield:

19-oxoandrost-5-ene-3β,17β-diol bis(tetrahydropyranyl ether) (38309-06-7) → (19R)-10β-oxiranyl-4-estrene-3,17-dione (108180-14-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH, DMSO / 1.) THF, from 0 deg C to 5 deg C, 2.) a) from 0 deg C to 5 deg C, 1 h, b) 25 deg C, 19 h

2: pyridinium tosylate / methanol / Ambient temperature

3: 54 percent / aluminium isopropoxide / cyclohexanone; toluene / 3.5 h / Heating

With pyridinium p-toluenesulfonate; aluminum isopropoxide; sodium hydride; dimethyl sulfoxide; In methanol; cyclohexanone; toluene;

DOI:10.1021/jo00260a026

Reference yield:

C30H46O5 → (19R)-10β-oxiranyl-4-estrene-3,17-dione (108180-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium tosylate / methanol / Ambient temperature

2: 54 percent / aluminium isopropoxide / cyclohexanone; toluene / 3.5 h / Heating

With pyridinium p-toluenesulfonate; aluminum isopropoxide; In methanol; cyclohexanone; toluene;

DOI:10.1021/jo00260a026

upstream raw materials:

(19R)-10β-oxiranylestr-5-ene-3β,17β-diol

19-oxoandrost-5-ene-3β,17β-diol bis(tetrahydropyranyl ether)

Downstream raw materials:

(19R)-10β-thiiranyl-estr-4-ene-3,17-dione

Refernces

• 1、 Childers, Wayne E.,Shi, Mei-Jue,Furth, Paul S.,Robinson, Cecil H.. "Stereoselective inhibition of human placental aromatase". . p. 121 - 134. Retrieved 1987.