(1alpha)-17-(Acetyloxy)-6-chloro-1-(chloromethyl)pregna-4,6-diene-3,20-dione

Base Information

• Chemical Name: (1alpha)-17-(Acetyloxy)-6-chloro-1-(chloromethyl)pregna-4,6-diene-3,20-dione
• CAS No.: 17183-98-1
• Molecular Formula: C24H30Cl2O4
• Molecular Weight: 453.406
• Mol file: 17183-98-1.mol

Synonyms:Pregna-4,6-diene-3,20-dione,6-chloro-1a-(chloromethyl)-17-hydroxy-,acetate (8CI);Pregna-4,6-diene-3,20-dione,17-(acetyloxy)-6-chloro-1-(chloromethyl)-, (1a)- (9CI);

Chemical Property of (1alpha)-17-(Acetyloxy)-6-chloro-1-(chloromethyl)pregna-4,6-diene-3,20-dione

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-30℃
• Refractive Index: 1.564
• Boiling Point: 554.4 °C at 760 mmHg
• Flash Point: 181.7 °C
• PSA: 60.44000
• Density: 1.27 g/cm³
• LogP: 5.21660
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Heated), Methanol (Slightly)

Purity/Quality:

99.00% ^*data from raw suppliers

(1a)-17-(Acetyloxy)-6-chloro-1-(chloromethyl)-pregna-4,6-diene-3,20-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An impurity of Cyproterone acetate (C989100) 1α-(Chloromethyl) Chlormadinone Acetate (Cyproterone Acetate EP Impurity C) is an impurity of Cyproterone acetate (C989100), as antiandrogenic steroid.

Technology Process of (1alpha)-17-(Acetyloxy)-6-chloro-1-(chloromethyl)pregna-4,6-diene-3,20-dione

There total 7 articles about (1alpha)-17-(Acetyloxy)-6-chloro-1-(chloromethyl)pregna-4,6-diene-3,20-dione 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:

C24H30O5 → 6-chloro-1α-chloromethyl-Δ4,6-pregnadien-17α-ol-3,20-dione-17-acetate (17183-98-1)

Guidance literature:

With hydrogenchloride; acetic anhydride; acetic acid; In water; at 0 - 27 ℃; for 11h; Temperature;

Reference yield:

1,2α-methylene-6,7α-oxido-Δ4-pregnen-17α-ol-3,20-dione-17-acetate (15423-97-9) → 6-chloro-1α-chloromethyl-Δ4,6-pregnadien-17α-ol-3,20-dione-17-acetate (17183-98-1)

Guidance literature:

With hydrogenchloride; In acetic acid; at 20 ℃; for 20h; Product distribution / selectivity;

Reference yield:

C24H32O4 → 6-chloro-1α-chloromethyl-Δ4,6-pregnadien-17α-ol-3,20-dione-17-acetate (17183-98-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / N,N-dimethyl-formamide / 2 h / pH 2

2: chloroform / 58 °C

3: dihydrogen peroxide; phthalic anhydride / ethyl acetate / 8 h / 20 °C

4: acetic anhydride; acetic acid; hydrogenchloride / water / 11 h / 0 - 27 °C

With hydrogenchloride; phthalic anhydride; sulfuric acid; dihydrogen peroxide; acetic anhydride; acetic acid; In chloroform; water; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

1,2α-methylene-6,7α-oxido-Δ4-pregnen-17α-ol-3,20-dione-17-acetate

1,4,6-triene-3,20-dione-17α-hydroxyprogesterone

17α-hydroxy-1α,2α-methylene-4,6-pregnadiene-3,20-dione

1,2α-methylene-Δ4,6-pregnadiene-17α-ol-3,20-dione-17-acetate

Downstream raw materials:

cyproterone acetate

Refernces

• 1、 -. "Further syntheses of cyproterone acetate". Page/Page column 17-18. . Retrieved 2010/02/07.