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

Base Information

• Chemical Name: 11-(4-methoxyphenyl)-18a-homoestra-5,9⁽¹¹⁾-diene-3,17-dione cyclic bis(1,2-ethanediyl acetal)
• CAS No.: 191029-88-6
• Molecular Formula: C₃₀H₃₈O₅
• Molecular Weight: 478.629

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

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

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

There total 2 articles about 11-(4-methoxyphenyl)-18a-homoestra-5,9⁽¹¹⁾-diene-3,17-dione cyclic bis(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: 27.0%

4-methoxyphenylboronic acid (5720-07-0) + 11-{[(trifluoromethyl)sulfonyl]oxy}-18a-homoestra-5,9(11)-diene-3,17-dione cyclic bis(1,2-ethanediyl acetal) (191029-87-5) → 11-(4-methoxyphenyl)-18a-homoestra-5,9(11)-diene-3,17-dione cyclic bis(1,2-ethanediyl acetal) (191029-88-6)

Guidance literature:

With sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene; for 1h; Heating;

DOI:10.1002/prac.19973390164

Reference yield:

18a-homoestr-5-ene-3,11,17-trione cyclic 3,17-bis(1,2-ethanediyl acetal) (100071-89-4) → 11-(4-methoxyphenyl)-18a-homoestra-5,9(11)-diene-3,17-dione cyclic bis(1,2-ethanediyl acetal) (191029-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 28 percent / 2,6-di-tert-butylpyridine / CH₂Cl₂ / 24 h / Ambient temperature

2: 27 percent / LiCl, 2 M aq. Na₂CO₃ / Pd(PPh₃)4 / ethanol; toluene / 1 h / 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: 82.0%

11-(4-methoxyphenyl)-18a-homoestra-5,9(11)-diene-3,17-dione cyclic bis(1,2-ethanediyl acetal) (191029-88-6) → 11β-(4-methoxyphenyl)-18a-homoestr-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1002/prac.19973390164

upstream raw materials:

4-methoxyphenylboronic acid

11-{[(trifluoromethyl)sulfonyl]oxy}-18a-homoestra-5,9⁽¹¹⁾-diene-3,17-dione cyclic bis(1,2-ethanediyl acetal)

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

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