17β-acetamide-androst-5-en-7-one-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate

Base Information

• Chemical Name: 17β-acetamide-androst-5-en-7-one-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate
• CAS No.: 1454311-33-1
• Molecular Formula: C₃₅H₄₈Cl₂N₂O₄
• Molecular Weight: 631.683
• Mol file: 1454311-33-1.mol

Synonyms:

Chemical Property of 17β-acetamide-androst-5-en-7-one-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 17β-acetamide-androst-5-en-7-one-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate

There total 8 articles about 17β-acetamide-androst-5-en-7-one-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate 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: 70.0%

3β-hydroxy-17β-acetamido-androst-5-en-7-one (1037262-18-2) + C21H20Cl5NO3 → 17β-acetamide-androst-5-en-7-one-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate (1454311-33-1)

Guidance literature:

With dmap; In toluene; for 1.5h; Inert atmosphere; Reflux;

DOI:10.1097/CAD.0b013e328357f687

Reference yield:

2RS-(4-nitrophenyl)butanoic acid (7463-53-8,46406-87-5) → 17β-acetamide-androst-5-en-7-one-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate (1454311-33-1)

Guidance literature:

Multi-step reaction with 7 steps

1: sulfuric acid / 6 h / Inert atmosphere; Reflux

2: hydrogen; palladium 10% on activated carbon / methanol / 1 h / 2585.81 Torr

3: acetic acid / water / 72 h / 20 °C / Cooling with ice; Autoclave

4: trichlorophosphate / benzene / 1 h / Cooling with ice; Reflux

5: hydrogenchloride; water / 5 h / Reflux

6: triethylamine / toluene / 1.5 h / Reflux; Inert atmosphere

7: dmap / toluene / 1.5 h / Inert atmosphere; Reflux

With hydrogenchloride; dmap; sulfuric acid; palladium 10% on activated carbon; water; hydrogen; acetic acid; triethylamine; trichlorophosphate; In methanol; water; toluene; benzene;

DOI:10.1097/CAD.0b013e328357f687

Reference yield:

2-Phenylbutyric acid (90-27-7) → 17β-acetamide-androst-5-en-7-one-3β-yl 2-[4-N,N-bis(2-chloroethyl)amino-phenyl]butanoate (1454311-33-1)

Guidance literature:

Multi-step reaction with 8 steps

1: nitric acid; sulfuric acid / 2 h / 0 - 20 °C

2: sulfuric acid / 6 h / Inert atmosphere; Reflux

3: hydrogen; palladium 10% on activated carbon / methanol / 1 h / 2585.81 Torr

4: acetic acid / water / 72 h / 20 °C / Cooling with ice; Autoclave

5: trichlorophosphate / benzene / 1 h / Cooling with ice; Reflux

6: hydrogenchloride; water / 5 h / Reflux

7: triethylamine / toluene / 1.5 h / Reflux; Inert atmosphere

8: dmap / toluene / 1.5 h / Inert atmosphere; Reflux

With hydrogenchloride; dmap; sulfuric acid; palladium 10% on activated carbon; water; hydrogen; nitric acid; acetic acid; triethylamine; trichlorophosphate; In methanol; water; toluene; benzene;

DOI:10.1097/CAD.0b013e328357f687

upstream raw materials:

2-Phenylbutyric acid

3β-hydroxy-17β-acetamido-androst-5-en-7-one

2RS-(4-nitrophenyl)butanoic acid

2-(4-Nitrophenyl)-buttersaeureethylester

Refernces