N-diphenylmethyl-11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxamide

Base Information

• Chemical Name: N-diphenylmethyl-11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxamide
• CAS No.: 152398-66-8
• Molecular Formula: C₃₂H₄₀N₂O₃
• Molecular Weight: 500.681
• Mol file: 152398-66-8.mol

Synonyms:N-diphenylmethyl-11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxamide

Chemical Property of N-diphenylmethyl-11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-diphenylmethyl-11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxamide

There total 8 articles about N-diphenylmethyl-11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxamide 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: 92.0%

11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxylic acid (152398-54-4) + Benzhydrylamine (91-00-9) → N-diphenylmethyl-11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxamide (152398-66-8)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/0223-5234(96)85876-4

Reference yield:

11-alpha-hydroxyprogesterone (80-75-1,22847-91-2) → N-diphenylmethyl-11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxamide (152398-66-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 86 percent / aq. Na₂CO₃, KMnO₄, NaIO₄ / 2-methyl-propan-2-ol / 1 h / Heating

2: 80 percent / NH₃ (liquid) / ethane-1,2-diol / 1.75 h / 0 - 170 °C

3: 66 percent / pyridine / 3 h / Ambient temperature

4: 76 percent / H₂ / PtO₂ / acetic acid / 2 h / 60 °C

5: 76 percent / Jones reagent / acetone / 1.5 h / Ambient temperature

6: 1.) I₂, pyridine / 1.) a) from 50 deg C to 110 deg C, 10.5 h, b) 110 deg C, 6 h, 2.) MeOH, 65 deg C, 2 h

7: 61 percent / 10percent aq. KOH / methanol / 4 h / Heating

8: 92 percent / diethyl phosphorocyanidate, triethylamine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; potassium hydroxide; potassium permanganate; sodium periodate; jones reagent; diethyl cyanophosphonate; ammonia; hydrogen; iodine; sodium carbonate; triethylamine; platinum(IV) oxide; In methanol; dichloromethane; ethylene glycol; acetic acid; acetone; tert-butyl alcohol;

DOI:10.1016/0223-5234(96)85876-4

Reference yield:

11α-hydroxy-4-aza-5α-pregnan-5-en-3,20-dione (125699-03-8) → N-diphenylmethyl-11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxamide (152398-66-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 66 percent / pyridine / 3 h / Ambient temperature

2: 76 percent / H₂ / PtO₂ / acetic acid / 2 h / 60 °C

3: 76 percent / Jones reagent / acetone / 1.5 h / Ambient temperature

4: 1.) I₂, pyridine / 1.) a) from 50 deg C to 110 deg C, 10.5 h, b) 110 deg C, 6 h, 2.) MeOH, 65 deg C, 2 h

5: 61 percent / 10percent aq. KOH / methanol / 4 h / Heating

6: 92 percent / diethyl phosphorocyanidate, triethylamine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; potassium hydroxide; jones reagent; diethyl cyanophosphonate; hydrogen; iodine; triethylamine; platinum(IV) oxide; In methanol; dichloromethane; acetic acid; acetone;

DOI:10.1016/0223-5234(96)85876-4

upstream raw materials:

11α-hydroxy-3-oxo-4-aza-5α-androstane-17β-carboxylic acid

Benzhydrylamine

11-alpha-hydroxyprogesterone

11α-hydroxy-4-aza-5α-pregnan-5-en-3,20-dione

Downstream raw materials:

N-diphenylmethyl-3,11-dioxo-4-methyl-4-aza-5α-androstane-17β-carboxamide

N-diphenylmethyl-3,11-dioxo-4-aza-5α-androstane-17β-carboxamide