3-Benzoyloxy-17-(1,2-epoxy-5-oxocyclopentylcarbonyloxy)-Δ^1,3,5-estratriene

Base Information

• Chemical Name: 3-Benzoyloxy-17-(1,2-epoxy-5-oxocyclopentylcarbonyloxy)-Δ^1,3,5-estratriene
• CAS No.: 134513-17-0
• Molecular Formula: C₃₁H₃₂O₆
• Molecular Weight: 500.591

Synonyms:3-Benzoyloxy-17-(1,2-epoxy-5-oxocyclopentylcarbonyloxy)-Δ^1,3,5-estratriene

Chemical Property of 3-Benzoyloxy-17-(1,2-epoxy-5-oxocyclopentylcarbonyloxy)-Δ^1,3,5-estratriene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 3-Benzoyloxy-17-(1,2-epoxy-5-oxocyclopentylcarbonyloxy)-Δ^1,3,5-estratriene

There total 5 articles about 3-Benzoyloxy-17-(1,2-epoxy-5-oxocyclopentylcarbonyloxy)-Δ^1,3,5-estratriene 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: 66.0%

3-Benzoyloxy-17-(5-oxocyclopentenylcarbonyloxy)-Δ1,3,5-estratriene (134512-88-2) → 3-Benzoyloxy-17-(1,2-epoxy-5-oxocyclopentylcarbonyloxy)-Δ1,3,5-estratriene (134513-17-0)

Guidance literature:

With dihydrogen peroxide; sodium carbonate; In dichloromethane;

DOI:10.1248/cpb.39.685

Reference yield:

2-oxocyclopentane-1-carboxylic acid (50882-16-1) → 3-Benzoyloxy-17-(1,2-epoxy-5-oxocyclopentylcarbonyloxy)-Δ1,3,5-estratriene (134513-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / 1-ethyl-3-(dimethylaminopropyl)carbodiimide*HCl, 4-dimethylaminopyridine / CH₂Cl₂ / 3.5 h / 0 °C

2: 1) pyridine / 1) CH₂Cl₂, 20 min 2) CH₂Cl₂, 20 h

3: 61 percent / 15percent H₂O₂ / CH₂Cl₂ / 1 h

4: 66 percent / 15percent H₂O₂, 10percent aq. Na₂CO₃ / CH₂Cl₂

With pyridine; dmap; dihydrogen peroxide; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1248/cpb.39.685

Reference yield:

Estradiol 3-benzoate (50-50-0) → 3-Benzoyloxy-17-(1,2-epoxy-5-oxocyclopentylcarbonyloxy)-Δ1,3,5-estratriene (134513-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / 1-ethyl-3-(dimethylaminopropyl)carbodiimide*HCl, 4-dimethylaminopyridine / CH₂Cl₂ / 3.5 h / 0 °C

2: 1) pyridine / 1) CH₂Cl₂, 20 min 2) CH₂Cl₂, 20 h

3: 61 percent / 15percent H₂O₂ / CH₂Cl₂ / 1 h

4: 66 percent / 15percent H₂O₂, 10percent aq. Na₂CO₃ / CH₂Cl₂

With pyridine; dmap; dihydrogen peroxide; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1248/cpb.39.685

upstream raw materials:

3-Benzoyloxy-17-(5-oxocyclopentenylcarbonyloxy)-Δ^1,3,5-estratriene

2-oxocyclopentane-1-carboxylic acid

Estradiol 3-benzoate

3-Benzoyloxy-17-(5-oxocyclopentylcarbonyloxy)-Δ^1,3,5-estratriene

Downstream raw materials:

3-Benzoyloxy-17-(1,2-epoxy-4-methylene-5-oxocyclopentylcarbonyloxy)-Δ^1,3,5-estratriene

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