16,17-EPOXY-21-ACETOXYPREGNENOLONE

Base Information

• Chemical Name: 16,17-EPOXY-21-ACETOXYPREGNENOLONE
• CAS No.: 28444-97-5
• Molecular Formula: C23H32 O5
• Molecular Weight: 388.504
• Mol file: 28444-97-5.mol

Synonyms:Pregn-5-en-20-one,16,17-epoxy-3b,21-dihydroxy-,21-acetate (6CI); Pregn-5-en-20-one, 16a,17-epoxy-3b,21-dihydroxy-, 21-acetate (7CI,8CI)

Chemical Property of 16,17-EPOXY-21-ACETOXYPREGNENOLONE

Chemical Property:

• Vapor Pressure: 6.41E-13mmHg at 25°C
• Refractive Index: 1.573
• Boiling Point: 518.5°Cat760mmHg
• Flash Point: 175.2°C
• PSA: 76.13000
• Density: 1.24g/cm³
• LogP: 3.18980

Purity/Quality:

95%-98% ^*data from raw suppliers

16,17-Epoxy-21-acetoxypregnenolone ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 16,17-EPOXY-21-ACETOXYPREGNENOLONE

There total 7 articles about 16,17-EPOXY-21-ACETOXYPREGNENOLONE 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:

C31H52O6Si → 16α,17α-epoxy-3β,21-dihydroxy-5-pregnen-20-one 21-acetate (28444-97-5)

Guidance literature:

With hydrogenchloride; In water; acetone; for 0.25h;

DOI:10.1016/j.steroids.2018.01.004

Reference yield:

→ 16α,17α-epoxy-3β,21-dihydroxy-5-pregnen-20-one 21-acetate (28444-97-5)

Guidance literature:

ueber 5,6β,16β,21-Tetrabrom-3β,17-dihydroxy-5α-pregnan-20-on;

DOI:10.1021/ja01167a094

Reference yield:

3β-hydroxy-16α,17α-epoxypregn-5-en-20-one (974-23-2) → 16α,17α-epoxy-3β,21-dihydroxy-5-pregnen-20-one 21-acetate (28444-97-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C

2: sodium hydroxide; [bis(acetoxy)iodo]benzene / dichloromethane / 18 h

3: dicyclohexyl-carbodiimide; dmap / dichloromethane / 4 h / 20 °C

4: hydrogenchloride / water; acetone / 0.25 h

With 1H-imidazole; hydrogenchloride; dmap; [bis(acetoxy)iodo]benzene; dicyclohexyl-carbodiimide; sodium hydroxide; In dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.steroids.2018.01.004

upstream raw materials:

3β-hydroxy-16α,17α-epoxypregn-5-en-20-one

16-dehydropregnenolone acetate

3β-{[tert-butyl(dimethyl)silyl]oxy}-16α,17α-epoxypregn-5-en-20-one

Downstream raw materials:

16α,17α-Isopropylidenedioxypregn-4-en-11β,21-diol-3,20-dione

16α,17α-Isopropylidenedioxypregn-4-en-11β,21-diol-3,20-dione 21-acetate

21-acetoxy-16α,17-epoxy-pregn-4-ene-3,20-dione

Refernces