(5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol

Base Information

Chemical Name:(5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol
CAS No.:1262017-09-3
Molecular Formula:C₃₄H₄₁F₅O₅
Molecular Weight:624.689
Hs Code.:

(5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol

Synonyms:(5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol

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Chemical Property of (5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol

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Technology Process of (5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol

There total 6 articles about (5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-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: 18.0%

: 1262017-10-6
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]dioxan]-11-yl]phenyl-1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulphonate

: 107-19-7
propargyl alcohol

: 1262017-09-3
(5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol

Guidance literature:: With piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 80 ℃; for 1h;

Reference yield:

: 6793-92-6
p-benzyloxyphenylbromide

: 1262017-09-3
(5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol

Guidance literature:: Multi-step reaction with 4 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

With piperidine; n-butyllithium; ammonium formate; magnesium; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane;

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

: 1262017-09-3
(5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol

Guidance literature:: Multi-step reaction with 2 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

With piperidine; n-butyllithium; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane;