(8R,9S,13S,14S,16R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one

Base Information

• Chemical Name: (8R,9S,13S,14S,16R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one
• CAS No.: 77862-29-4
• Molecular Formula: C₂₉H₃₄O₃Se
• Molecular Weight: 509.547

Synonyms:(8R,9S,13S,14S,16R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one

Chemical Property of (8R,9S,13S,14S,16R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one

Chemical Property:

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Technology Process of (8R,9S,13S,14S,16R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one

There total 1 articles about (8R,9S,13S,14S,16R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-6,7,8,9,11,12,13,14,15,16-decahydro-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:

Phenylselenyl chloride (5707-04-0) + 3-tetrahydropyranyloxy-1,3,5(10)-estratrien-17-one (7103-48-2) → (8R,9S,13S,14S,16R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one (77862-29-4)

Guidance literature:

With n-butyllithium; hexane; N-cyclohexylisopropylamine; Multistep reaction;

DOI:10.1021/jo00329a023

Reference yield: 84.0%

(8R,9S,13S,14S,16R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one (77862-29-4) → 16α-(Phenylseleno)estra-1,3,5(10)-trien-3-ol-17-one (77862-30-7)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; water; at 40 ℃; for 3h;

DOI:10.1021/jm00354a019

Reference yield:

(8R,9S,13S,14S,16R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one (77862-29-4) → (8R,9S,13S,14S,16R,17R)-13-Methyl-16-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; 1.) -15 deg C, 2 h, 2.) RT, 1 h;

DOI:10.1021/jm00354a019

upstream raw materials:

Phenylselenyl chloride

3-tetrahydropyranyloxy-1,3,5⁽¹⁰⁾-estratrien-17-one

Downstream raw materials:

16α-(Phenylseleno)estra-1,3,5(10)-trien-3-ol-17-one

16α-(phenylseleno)-17β-estradiol

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