(8R,9S,13S,14S)-3-hydroxy-2,4-diiodo-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]-phenanthren-17-one

Base Information

• Chemical Name: (8R,9S,13S,14S)-3-hydroxy-2,4-diiodo-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]-phenanthren-17-one
• CAS No.: 24381-15-5
• Molecular Formula: C₁₈H₂₀I₂O₂
• Molecular Weight: 522.165

Synonyms:(8R,9S,13S,14S)-3-hydroxy-2,4-diiodo-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]-phenanthren-17-one

Chemical Property of (8R,9S,13S,14S)-3-hydroxy-2,4-diiodo-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]-phenanthren-17-one

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Technology Process of (8R,9S,13S,14S)-3-hydroxy-2,4-diiodo-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]-phenanthren-17-one

There total 1 articles about (8R,9S,13S,14S)-3-hydroxy-2,4-diiodo-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]-phenanthren-17-one 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: 17.0%

GENERIC INORGANIC CATION; (8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-olate → Estrone (53-16-7) + 3-hydroxy-2-iodo-estra-1,3,5(10)-trien-17-one (42979-88-4) + 4-iodo-3-hydroxyestra-1,3,5(10)-trien-17-one (64750-70-5) + (8R,9S,13S,14S)-3-hydroxy-2,4-diiodo-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]-phenanthren-17-one (24381-15-5)

Guidance literature:

With iodine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1071/c97051

Reference yield:

(8R,9S,13S,14S)-3-hydroxy-2,4-diiodo-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]-phenanthren-17-one (24381-15-5) → 4-methoxyestrone (58562-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / H₂ / 5percentPd/C / ethanol / Ambient temperature

2: 84 percent / CuCl₂ / methanol; pyridine / 0.5 h / 110 °C / Heating

With hydrogen; copper dichloride; 5% Pd on active carbon; In pyridine; methanol; ethanol;

Downstream raw materials:

4-methoxyestrone

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