Deacetyl Norprogesterone

Base Information

• Chemical Name: Deacetyl Norprogesterone
• CAS No.: 25092-42-6
• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.467
• Mol file: 25092-42-6.mol

Synonyms:

Chemical Property of Deacetyl Norprogesterone

Chemical Property:

• Boiling Point: 489.1±45.0 °C(Predicted)
• PKA: 13.03±0.60(Predicted)
• Density: 1.15±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

17-Hydroxy-11β-methyl-19-norprogesterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: A metabolite of Norprogesterone (N686500).

Technology Process of Deacetyl Norprogesterone

There total 15 articles about Deacetyl Norprogesterone 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: 78.0%

(11β,17α,20ξ)-11-methyl-norpregna-4-en-17,20-diol-3-one → (11β,17α)-17-hydroxy-11-methyl-norpregna-4-en-3,20-dione (25092-42-6)

Guidance literature:

(11β,17α,20ξ)-11-methyl-norpregna-4-en-17,20-diol-3-one; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 0.5h;

DOI:10.1016/j.bmc.2021.116425

Reference yield: 76.7%

(11β,17α)-17-hydroxy-11-methyl-norpregna-5(10)-en-3,20-dione → (11β,17α)-17-hydroxy-11-methyl-norpregna-4-en-3,20-dione (25092-42-6)

Guidance literature:

With hydrogenchloride; In methanol; for 1h; Reagent/catalyst; Reflux;

Reference yield:

(11β,17α,20ξ)-11-methyl-norpregna-4,9-dien-17,20-diol-3-one → (11β,17α)-17-hydroxy-11-methyl-norpregna-4-en-3,20-dione (25092-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ammonia; lithium / tetrahydrofuran; toluene / -40 - -35 °C

2.1: hydrogenchloride / methanol; water / 1 h / Reflux

3.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1 h / -60 °C / Inert atmosphere

3.2: -60 - 0 °C / Inert atmosphere

With hydrogenchloride; oxalyl dichloride; ammonia; lithium; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 3.1: |Swern Oxidation;

upstream raw materials:

3,3-ethylendioxy-5α,10α-epoxy-17α-(trimethylsilyloxy)-estr-9(11)-en-17β-carbonitrile

17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal)

5α,10α-epoxy-17α-hydroxy-19-norpregn-9(11)-ene-3,20-dione 3,20-bis(ethylene acetal)

ethylene deltenone

Refernces

• 1、 -. "Synthetic method of norgestomet". . . Retrieved 2019/04/17.