11,17-bis(4-methoxyphenyl)-18a-homoestra-5,9⁽¹¹⁾,16-trien-3-one cyclic (1,2-ethanediyl acetal)

Base Information

• Chemical Name: 11,17-bis(4-methoxyphenyl)-18a-homoestra-5,9⁽¹¹⁾,16-trien-3-one cyclic (1,2-ethanediyl acetal)
• CAS No.: 191029-95-5
• Molecular Formula: C₃₅H₄₀O₄
• Molecular Weight: 524.7

Synonyms:11,17-bis(4-methoxyphenyl)-18a-homoestra-5,9⁽¹¹⁾,16-trien-3-one cyclic (1,2-ethanediyl acetal)

Chemical Property of 11,17-bis(4-methoxyphenyl)-18a-homoestra-5,9⁽¹¹⁾,16-trien-3-one cyclic (1,2-ethanediyl acetal)

Chemical Property:

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Technology Process of 11,17-bis(4-methoxyphenyl)-18a-homoestra-5,9⁽¹¹⁾,16-trien-3-one cyclic (1,2-ethanediyl acetal)

There total 4 articles about 11,17-bis(4-methoxyphenyl)-18a-homoestra-5,9⁽¹¹⁾,16-trien-3-one cyclic (1,2-ethanediyl acetal) 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: 28.0%

4-methoxyphenylboronic acid (5720-07-0) + 17-(4-methoxyphenyl)-11-{[(trifluoromethyl)sulfonyl]oxy}-18a-homoestra-5,9(11),16-trien-3-one cyclic (1,2-ethanediyl acetal) (191029-94-4) → 11,17-bis(4-methoxyphenyl)-18a-homoestra-5,9(11),16-trien-3-one cyclic (1,2-ethanediyl acetal) (191029-95-5)

Guidance literature:

With sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene; Heating;

DOI:10.1002/prac.19973390164

Reference yield:

18a-methylestr-5-ene-3,11,17-trione cyclic 3-(1,2-ethanediyl acetal) (168131-50-8) → 11,17-bis(4-methoxyphenyl)-18a-homoestra-5,9(11),16-trien-3-one cyclic (1,2-ethanediyl acetal) (191029-95-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / 2,6-di-tert-butylpyridine / CH₂Cl₂ / Ambient temperature

2: 57 percent / LiCl, 2 M aq. Na₂CO₃ / Pd(PPh₃)4 / ethanol; toluene / Heating

3: 2,6-di-tert-butylpyridine / CH₂Cl₂ / Ambient temperature

4: 28 percent / LiCl, 2 M aq. Na₂CO₃ / Pd(PPh₃)4 / ethanol; toluene / Heating

With 2,6-di-tert-butyl-pyridine; sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; dichloromethane; toluene;

DOI:10.1002/prac.19973390164

Reference yield:

17-{[(trifluoromethyl)sulfonyl]oxy}-18a-homoestra-5,16-diene-3,11-dione cyclic 3-(1,2-ethanediyl acetal) (191029-90-0) → 11,17-bis(4-methoxyphenyl)-18a-homoestra-5,9(11),16-trien-3-one cyclic (1,2-ethanediyl acetal) (191029-95-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / LiCl, 2 M aq. Na₂CO₃ / Pd(PPh₃)4 / ethanol; toluene / Heating

2: 2,6-di-tert-butylpyridine / CH₂Cl₂ / Ambient temperature

3: 28 percent / LiCl, 2 M aq. Na₂CO₃ / Pd(PPh₃)4 / ethanol; toluene / Heating

With 2,6-di-tert-butyl-pyridine; sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; dichloromethane; toluene;

DOI:10.1002/prac.19973390164

upstream raw materials:

4-methoxyphenylboronic acid

17-(4-methoxyphenyl)-11-{[(trifluoromethyl)sulfonyl]oxy}-18a-homoestra-5,9⁽¹¹⁾,16-trien-3-one cyclic (1,2-ethanediyl acetal)

18a-methylestr-5-ene-3,11,17-trione cyclic 3-(1,2-ethanediyl acetal)

17-(4-methoxyphenyl)-18a-homoestra-5,16-diene-3,11-dione cyclic 3-(1,2-ethanediyl acetal)

Downstream raw materials:

11β,17β-bis(4-methoxyphenyl)-18a-homoestr-5-en-3-one cyclic (1,2-ethanediyl acetal)

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