13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Base Information

Chemical Name:13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
CAS No.:399566-79-1
Molecular Formula:C₄₂H₃₆O₂
Molecular Weight:572.747
Hs Code.:

Synonyms:13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

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Chemical Property of 13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

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Technology Process of 13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

There total 7 articles about 13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol 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: 96.0%

: 871927-95-6
3-(tert-butyl-dimethyl-silanyloxy)-13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol

: 399566-79-1
13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jo051403q

Reference yield:

: 399566-78-0
3-(tert-butyldimethylsilyloxy)-17α-(3-iodophenyl)ethynyl-β-estradiol

: 399566-79-1
13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / CuI; triethylamine / Pd(PPh₃)2Cl₂ / 6 h

2: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran;
DOI:10.1021/jo051403q

Reference yield:

: 57711-40-7
3-(O-tert-butyl(dimethyl)silyl)estrone

: 399566-79-1
13-methyl-17-[3-(2-phenylethynyl-phenylethynyl)-phenylethynyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / LiHMDS; CeCl₃ / tetrahydrofuran / 13 h / -78 - 25 °C

2: 95 percent / K₂CO₃ / methanol / 0.17 h / 25 °C

3: 74 percent / n-butylamine; CuI / Pd(PPh₃)2Cl₂ / diethyl ether / 6 h

4: 64 percent / CuI; triethylamine / Pd(PPh₃)2Cl₂ / 6 h

5: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

With copper(l) iodide; cerium(III) chloride; tetrabutyl ammonium fluoride; potassium carbonate; N-butylamine; triethylamine; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1021/jo051403q