[4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid

Base Information

Chemical Name:[4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid
CAS No.:1262016-39-6
Molecular Formula:C₂₉H₂₇F₅O₄
Molecular Weight:534.523
Hs Code.:

[4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid

Synonyms:[4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid

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Chemical Property of [4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid

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Technology Process of [4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid

There total 8 articles about [4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid 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: 24.0%

: 1262017-16-2
3-{4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl]phenyl}propynal

: 1262016-39-6
[4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid

Guidance literature:: With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; water; In tetrahydrofuran; tert-butyl alcohol; for 1h; Cooling with ice;

Reference yield:

: 6793-92-6
p-benzyloxyphenylbromide

: 1262016-39-6
[4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: magnesium / tetrahydrofuran / 50 - 80 °C

1.2: 16 h / 0 - 23 °C

2.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / 23 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 - 0 °C

3.2: 1.5 h / 0 °C

3.3: 16 h / 23 °C

4.1: piperidine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 80 °C

5.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1.5 h / 23 °C / Molecular sieve

6.1: 2-methyl-but-2-ene; water; sodium chlorite; sodium dihydrogen phosphate monohydrate / tert-butyl alcohol; tetrahydrofuran / 1 h / Cooling with ice

With piperidine; sodium chlorite; n-butyllithium; tetrapropylammonium perruthennate; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; water; ammonium formate; magnesium; 4-methylmorpholine N-oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; dichloromethane; tert-butyl alcohol;

Reference yield:

: 1262017-12-8
(5R,8S,11R,13S,14S,17S)-11-[4-hydroxyphenyl]-5′,5′,13-trimethyl-17-(pentafluoroethyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2′-[1,3]dioxane]-5,17(4H)-diol

: 1262016-39-6
[4-((8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-(perfluoroethyl)-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]propiolic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 - 0 °C

1.2: 1.5 h / 0 °C

1.3: 16 h / 23 °C

2.1: piperidine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 80 °C

3.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1.5 h / 23 °C / Molecular sieve

4.1: 2-methyl-but-2-ene; water; sodium chlorite; sodium dihydrogen phosphate monohydrate / tert-butyl alcohol; tetrahydrofuran / 1 h / Cooling with ice

With piperidine; sodium chlorite; n-butyllithium; tetrapropylammonium perruthennate; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; water; 4-methylmorpholine N-oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; tert-butyl alcohol;