5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Base Information

Chemical Name:5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
CAS No.:220630-07-9
Molecular Formula:C₃₈H₄₈O₅
Molecular Weight:584.796
Hs Code.:

5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Synonyms:5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

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Chemical Property of 5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

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Technology Process of 5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

There total 10 articles about 5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 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:

: 220630-06-8
5-[3-(2-Ethoxy-ethoxy)-4-trimethylsilanylethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

: 220630-07-9
5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1002/(SICI)1521-3773(19981204)37:22<3154::AID-ANIE3154>3.0.CO;2-W

Reference yield:

: 58-22-0
testosterone

: 220630-07-9
5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / DCC, DMAP / CH₂Cl₂ / 20 °C

2: 100 percent / TosOH / ethanol / 1 h / 20 °C

3: CuI, pyrrolidine / 2(PPh₃)2> / 20 °C

4: TBAF / tetrahydrofuran / 0.5 h / 0 °C

With pyrrolidine; dmap; copper(l) iodide; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1002/(SICI)1521-3773(19981204)37:22<3154::AID-ANIE3154>3.0.CO;2-W

Reference yield:

: 40547-58-8
N-(4-acetyl-3-hydroxyphenyl)acetamide

: 220630-07-9
5-[3-(2-Ethoxy-ethoxy)-4-ethynyl-phenyl]-pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-3-ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / K₂CO₃ / dimethylformamide / 5 h / 20 °C

2: 81 percent / HCl, H₂O / 100 °C

3: 1.) NaNO₂ / 1.) H₂O, 0 deg C, 15 min, 2.) H₂O, 0 deg C, 15 min

5: 78 percent / MeI / 17 h / 130 °C

6: CuI, pyrrolidine / 2(PPh₃)2> / 20 °C

7: TBAF / tetrahydrofuran / 0.5 h / 0 °C

With pyrrolidine; hydrogenchloride; copper(l) iodide; tetrabutyl ammonium fluoride; water; potassium carbonate; sodium nitrite; methyl iodide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1521-3773(19981204)37:22<3154::AID-ANIE3154>3.0.CO;2-W