N-(3α-hydroxy-5β-androstan-17α-yl)-pentafluorobenzamide

Base Information

• Chemical Name: N-(3α-hydroxy-5β-androstan-17α-yl)-pentafluorobenzamide
• CAS No.: 1408057-21-5
• Molecular Formula: C₂₆H₃₂F₅NO₂
• Molecular Weight: 485.538
• Mol file: 1408057-21-5.mol

Synonyms:N-(3α-hydroxy-5β-androstan-17α-yl)-pentafluorobenzamide

Chemical Property of N-(3α-hydroxy-5β-androstan-17α-yl)-pentafluorobenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3α-hydroxy-5β-androstan-17α-yl)-pentafluorobenzamide

There total 4 articles about N-(3α-hydroxy-5β-androstan-17α-yl)-pentafluorobenzamide 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:

Pentafluorobenzoic acid (602-94-8) + C19H33NO → N-(3α-hydroxy-5β-androstan-17α-yl)-pentafluorobenzamide (1408057-21-5)

Guidance literature:

C₁₉H₃₃NO; With N-ethyl-N,N-diisopropylamine; In dichloromethane; Inert atmosphere;

Pentafluorobenzoic acid; With benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.833333h;

DOI:10.1016/j.steroids.2012.07.004

Reference yield:

Pentafluorobenzoic acid (602-94-8) + C19H33NO → N-(3α-hydroxy-5β-androstan-17β-yl)-pentafluorobenzamide (1408057-07-7) + N-(3α-hydroxy-5β-androstan-17α-yl)-pentafluorobenzamide (1408057-21-5)

Guidance literature:

C₁₉H₃₃NO; With N-ethyl-N,N-diisopropylamine; In dichloromethane; Inert atmosphere;

Pentafluorobenzoic acid; With benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.833333h; Inert atmosphere;

DOI:10.1016/j.steroids.2012.07.004

Reference yield:

3α-hydroxy-5β-androstan-17-one oxime (5615-34-9) → N-(3α-hydroxy-5β-androstan-17α-yl)-pentafluorobenzamide (1408057-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 0.75 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / Inert atmosphere

2.2: 0.83 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1016/j.steroids.2012.07.004

upstream raw materials:

Pentafluorobenzoic acid

3α-hydroxy-5β-androstan-17-one oxime

17α-azido-5β-androstan-3α-ol

Downstream raw materials:

17α-(pentafluorobenzoyl)amino-5β-androstan-3α-yl O⁵-tert-butyl-N-(tert-butoxycarbonyl)-L-glutamate