4-((phenylthio)methyl)-4-pregnene-3,20-dione 20-ethylene ketal

Base Information

• Chemical Name: 4-((phenylthio)methyl)-4-pregnene-3,20-dione 20-ethylene ketal
• CAS No.: 146201-22-1
• Molecular Formula: C₃₀H₄₀O₃S
• Molecular Weight: 480.712
• Mol file: 146201-22-1.mol

Synonyms:4-((phenylthio)methyl)-4-pregnene-3,20-dione 20-ethylene ketal

Chemical Property of 4-((phenylthio)methyl)-4-pregnene-3,20-dione 20-ethylene ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((phenylthio)methyl)-4-pregnene-3,20-dione 20-ethylene ketal

There total 3 articles about 4-((phenylthio)methyl)-4-pregnene-3,20-dione 20-ethylene ketal 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 20-ethylenedioxy-4-pregnen-3-one (978-98-3) + thiophenol (108-98-5) → 4-((phenylthio)methyl)-4-pregnene-3,20-dione 20-ethylene ketal (146201-22-1)

Guidance literature:

With triethylamine; In ethanol; water; for 72h; Heating;

DOI:10.1021/jo00064a039

Reference yield:

Pregnenolone (145-13-1) → 4-((phenylthio)methyl)-4-pregnene-3,20-dione 20-ethylene ketal (146201-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / p-toluenesulfonic acid monohyrate

2: 78 percent / 1-methyl-4-piperidone, Al(O-i-Pr)3 / toluene / Heating

3: 54 percent / NEt₃ / ethanol; H₂O / 72 h / Heating

With 1-Methyl-4-piperidone; aluminum isopropoxide; toluene-4-sulfonic acid; triethylamine; In ethanol; water; toluene;

DOI:10.1021/jo00064a039

Reference yield:

(3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-17-(2-methyl-1,3-dioxolan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol (2415-36-3) → 4-((phenylthio)methyl)-4-pregnene-3,20-dione 20-ethylene ketal (146201-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 1-methyl-4-piperidone, Al(O-i-Pr)3 / toluene / Heating

2: 54 percent / NEt₃ / ethanol; H₂O / 72 h / Heating

With 1-Methyl-4-piperidone; aluminum isopropoxide; triethylamine; In ethanol; water; toluene;

DOI:10.1021/jo00064a039

upstream raw materials:

formaldehyd

20-ethylenedioxy-4-pregnen-3-one

thiophenol

Pregnenolone

Downstream raw materials:

Thiocarbonic acid O-phenyl ester O-[(4S,5S,8R,9S,10R,13S,14S,17S)-4,10,13-trimethyl-17-(2-methyl-[1,3]dioxolan-2-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl] ester

4α-methyl-3β-hydroxy-5α-pregnan-20-one ethylene ketal phenyl thiocarbonate

(20R,23R,24S)-5α-Dinosterane

(20R,23R,24R)-5α-Dinosterane