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

Base Information

• Chemical Name: 10-thiirane-4-estrene-3,17-dione
• CAS No.: 108180-16-1
• Molecular Formula: C₂₀H₂₆O₂S
• Molecular Weight: 330.491
• Mol file: 108180-16-1.mol

Synonyms:Estr-4-ene-3,17-dione,10-thiiranyl-, [10(R)]-; Thiirane, estr-4-ene-3,17-dione deriv.

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

Chemical Property:

• Vapor Pressure: 2.9E-10mmHg at 25°C
• Boiling Point: 503.5°Cat760mmHg
• Flash Point: 215.1°C
• PSA: 59.44000
• Density: 1.23g/cm³
• LogP: 4.18290

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 5 articles about 10-thiirane-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: 61.0%

(19S)-10β-oxiranylestr-4-ene-3β,17β-dione (108180-15-0) → (19R)-10β-thiiranyl-estr-4-ene-3,17-dione (108180-16-1)

Guidance literature:

With 2,4,6-Trinitrophenol; triphenylphosphine sulfide; In benzene; for 18h; Heating;

DOI:10.1021/jo00260a026

Reference yield: 40.0%

(19R)-10β-oxiranyl-4-estrene-3,17-dione (108180-14-9) → (19R)-10β-thiiranyl-estr-4-ene-3,17-dione (108180-16-1)

Guidance literature:

With 2,4,6-Trinitrophenol; triphenylphosphine sulfide; In benzene; at 80 ℃; for 16h;

DOI:10.1039/c39870000320

Reference yield:

(19S)-10β-oxiranylestr-5-ene-3β,17β-diol (116865-19-1) → (19R)-10β-thiiranyl-estr-4-ene-3,17-dione (108180-16-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 40 percent / Ph₃P=S, picric acid / benzene / 16 h / 80 °C

With 2,4,6-Trinitrophenol; triphenylphosphine sulfide; In benzene;

DOI:10.1016/0039-128X(83)90066-1

upstream raw materials:

(19S)-10β-oxiranylestr-4-ene-3β,17β-dione

(19R)-10β-oxiranyl-4-estrene-3,17-dione

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

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

Refernces

• 1、 Childers,Furth,Shih,Robinson. "Synthesis of 10β-oxiranyl and 10β-thiiranyl steroids". . p. 5947 - 5951. Retrieved 2007/10/02.