[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 methyl ester

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 methyl ester
CAS No.:1262016-40-9
Molecular Formula:C₃₀H₂₉F₅O₄
Molecular Weight:548.55
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 methyl ester

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 methyl ester

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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 methyl ester

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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 methyl ester

There total 9 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 methyl 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: 28.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 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

: 1262016-40-9
[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 methyl ester

Guidance literature:: In tetrahydrofuran; diethyl ether; at 3 ℃; for 0.5h;

Reference yield:

: 6793-92-6
p-benzyloxyphenylbromide

: 1262016-40-9
[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 methyl ester

Guidance literature:: Multi-step reaction with 7 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

7.1: diethyl ether; tetrahydrofuran / 0.5 h / 3 °C

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; diethyl ether; 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

: 1262016-40-9
[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 methyl ester

Guidance literature:: Multi-step reaction with 5 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

5.1: diethyl ether; tetrahydrofuran / 0.5 h / 3 °C

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; diethyl ether; hexane; dichloromethane; tert-butyl alcohol;