3-(N-phenylcarboxamido)androst-2,4-diene-17-(ethylene ketal)

Base Information

• Chemical Name: 3-(N-phenylcarboxamido)androst-2,4-diene-17-(ethylene ketal)
• CAS No.: 1268610-03-2
• Molecular Formula: C₂₈H₃₅NO₃
• Molecular Weight: 433.591
• Mol file: 1268610-03-2.mol

Synonyms:

Chemical Property of 3-(N-phenylcarboxamido)androst-2,4-diene-17-(ethylene ketal)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(N-phenylcarboxamido)androst-2,4-diene-17-(ethylene ketal)

There total 4 articles about 3-(N-phenylcarboxamido)androst-2,4-diene-17-(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:

carbon monoxide (201230-82-2) + 3-iodoandrost-2,4-diene-17-ethylene ketal (1268610-44-1) + aniline (62-53-3) → 3-(N-phenylcarboxamido)androst-2,4-diene-17-(ethylene ketal) (1268610-03-2) + 3-(N-phenylcarboxamido)androst-3,5-diene-17-(ethylene ketal) (1268610-02-1)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 50 ℃; under 750.075 Torr; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.steroids.2010.11.008

Reference yield:

C21H32N2O2 (1268610-41-8) → 3-(N-phenylcarboxamido)androst-2,4-diene-17-(ethylene ketal) (1268610-03-2) + 3-(N-phenylcarboxamido)androst-3,5-diene-17-(ethylene ketal) (1268610-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; N,N,N',N'-tetramethylguanidine / dichloromethane / 20 °C

2: palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 50 °C / 750.08 Torr / Inert atmosphere

With iodine; palladium diacetate; triethylamine; triphenylphosphine; N,N,N',N'-tetramethylguanidine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.steroids.2010.11.008

Reference yield:

Androstenedione (63-05-8) → 3-(N-phenylcarboxamido)androst-2,4-diene-17-(ethylene ketal) (1268610-03-2) + 3-(N-phenylcarboxamido)androst-3,5-diene-17-(ethylene ketal) (1268610-02-1)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / chloroform / 24 h / Reflux

2: hydrazine hydrate; barium(II) oxide / ethyl methyl ether / 48 h / 160 °C

3: iodine; N,N,N',N'-tetramethylguanidine / dichloromethane / 20 °C

4: palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 50 °C / 750.08 Torr / Inert atmosphere

With hydrazine hydrate; iodine; palladium diacetate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; barium(II) oxide; N,N,N',N'-tetramethylguanidine; In ethyl methyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.steroids.2010.11.008

upstream raw materials:

C₂₁H₃₂N₂O₂

carbon monoxide

3-iodoandrost-2,4-diene-17-ethylene ketal

aniline