6-Methylenehydroxyprogesterone Acetate

Base Information

• Chemical Name: 6-Methylenehydroxyprogesterone Acetate
• CAS No.: 32634-95-0
• Molecular Formula: C24H32O4
• Molecular Weight: 384.516
• Hs Code.: 2915399500
• European Community (EC) Number: 251-133-8
• UNII: 37420PJU4M
• Nikkaji Number: J319.410H
• Wikidata: Q27256623
• ChEMBL ID: CHEMBL3349122
• Mol file: 32634-95-0.mol

Synonyms:17 alpha acetoxy-6-methylene-4-pregnene-3,20-dione;17-acetoxy-6-methylene-4-pregnene-3,20-dione

Chemical Property of 6-Methylenehydroxyprogesterone Acetate

Chemical Property:

• Vapor Pressure: 2E-10mmHg at 25°C
• Melting Point: 248-251℃ (methanol )
• Refractive Index: 1.546
• Boiling Point: 507.6 °C at 760 mmHg
• Flash Point: 218.7 °C
• PSA: 60.44000
• Density: 1.14 g/cm³
• LogP: 4.57530
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: 300μg/L at 20℃
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 384.23005950
• Heavy Atom Count: 28
• Complexity: 807

Purity/Quality:

99.00% ^*data from raw suppliers

6-MethyleneProgesteroneAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2CC(=C)C4=CC(=O)CCC34C)C)OC(=O)C
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=C)C4=CC(=O)CC[C@]34C)C)OC(=O)C
• Uses: 6-Methylene Progesterone Acetate is an impurity of Medroxyprogesterone 17-Acetate (M203560). Medroxyprogesterone 17-Acetate impurity F as per EP. 6-Methylene Progesterone Acetate (Megestrol Acetate EP Impurity D) is an impurity of Medroxyprogesterone 17-Acetate (M203560). Medroxyprogesterone 17-Acetate impurity F as per EP.

Technology Process of 6-Methylenehydroxyprogesterone Acetate

There total 14 articles about 6-Methylenehydroxyprogesterone Acetate 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: 98.0%

C26H39NO4 → 17α-Acetoxy-6-methylene-pregn-4-ene-3,20-dione (32634-95-0)

Guidance literature:

With phosphoric acid; In 1,4-dioxane; at 70 ℃; for 5h; Reagent/catalyst; Temperature;

Reference yield: 98.0%

C31H41NO4 → 17α-Acetoxy-6-methylene-pregn-4-ene-3,20-dione (32634-95-0)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 1h; Reagent/catalyst; Temperature;

Reference yield: 78.0%

Dimethoxymethane (109-87-5) + hydroxyprogesterone acetate (4134-58-1,17308-02-0,41460-93-9,41460-97-3,630-56-8,302-23-8) → 17α-Acetoxy-6-methylene-pregn-4-ene-3,20-dione (32634-95-0)

Guidance literature:

With sodium acetate; trichlorophosphate; In chloroform; for 6h; Heating;

DOI:10.1055/s-1982-29690

upstream raw materials:

Dimethoxymethane

hydroxyprogesterone acetate

formaldehyde diethyl acetal

3-Methoxy-20-oxo-6-hydroxymethyl-17α-acetoxy-pregnadien-(3,5)

Downstream raw materials:

Megestrol acetate

Medroxyprogesterone acetate

Refernces

• 1、 -. "PROCESS FOR PREPARING 17ALPHA-ACETOXY-6-METHYLENEPREGN-4-ENE-3,20-DIONE, MEDROXYPROGESTERONE ACETATE AND MEGESTROL ACETATE". Page/Page column 3. . Retrieved 2009/01/24.
• 2、 Bratoeff, Eugene,Ramirez, Elena,Flores, Eugenio,Valencia, Norma,Sanchez, Mauricio,Heuze, Ivonne,Cabeza, Marisa. "Molecular interactions of new pregnenedione derivatives.". . p. 1132 - 1136. Retrieved 2007/10/03.