17alpha-Hydroxy-1alpha,2alpha-methylene-4,6-pregnadiene-3,20-dione

Base Information

• Chemical Name: 17alpha-Hydroxy-1alpha,2alpha-methylene-4,6-pregnadiene-3,20-dione
• CAS No.: 2098-65-9
• Molecular Formula: C₂₂H₂₈O₃
• Molecular Weight: 340.463
• European Community (EC) Number: 606-682-1
• DSSTox Substance ID: DTXSID401128728
• Mol file: 2098-65-9.mol

Synonyms:SCHEMBL5596318;HEQOAVAMLQHQHC-BCJMKXOLSA-N;DTXSID401128728;17alpha-hydroxy-1alpha,2alpha-methylene-4,6-pregnadiene-3,20-dione;2098-65-9;3'H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione, 1,2-dihydro-17-hydroxy-, (1alpha,2alpha)-

Chemical Property of 17alpha-Hydroxy-1alpha,2alpha-methylene-4,6-pregnadiene-3,20-dione

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 340.20384475
• Heavy Atom Count: 25
• Complexity: 748

Purity/Quality:

99.9% ^*data from raw suppliers

3''H-Cyclopropa[1,2]cyclopenta[a]phenanthrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2C=CC4=CC(=O)C5CC5C34C)C)O
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=CC4=CC(=O)[C@@H]5C[C@@H]5[C@]34C)C)O
• Uses: 3''H-Cyclopropa[1,2]cyclopenta[a]phenanthrene is a water soluble gestational steroid.

Technology Process of 17alpha-Hydroxy-1alpha,2alpha-methylene-4,6-pregnadiene-3,20-dione

There total 9 articles about 17alpha-Hydroxy-1alpha,2alpha-methylene-4,6-pregnadiene-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:

C23H30O4 + trimethyloxosulfonium bromide (25596-24-1) → 17α-hydroxy-1α,2α-methylene-4,6-pregnadiene-3,20-dione (2098-65-9)

Guidance literature:

C₂₃H₃₀O₄; trimethyloxosulfonium bromide; With sodium hydroxide; In N,N-dimethyl-formamide; at 42 - 45 ℃; for 3h;

With sulfuric acid; In N,N-dimethyl-formamide; for 2h; pH=2;

Reference yield:

C24H32O4 → 17α-hydroxy-1α,2α-methylene-4,6-pregnadiene-3,20-dione (2098-65-9)

Guidance literature:

With sulfuric acid; In N,N-dimethyl-formamide; for 2h; pH=2;

Reference yield:

1,4,6-triene-3,20-dione-17α-hydroxyprogesterone (66212-25-7) → 17α-hydroxy-1α,2α-methylene-4,6-pregnadiene-3,20-dione (2098-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: orthoformic acid triethyl ester / dichloromethane / 5 h / 30 °C

2: N,N-dimethyl-formamide / 3 h / 42 °C

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

With sulfuric acid; orthoformic acid triethyl ester; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

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

trimethyloxosulfonium bromide

Downstream raw materials:

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

6-chloro-1α-chloromethyl-Δ4,6-pregnadien-17α-ol-3,20-dione-17-acetate

cyproterone acetate

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

Refernces

• 1、 -. "Production technology and production device of c`yproterone acetate". . . Retrieved 2019/01/08.