3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic acid methyl ester

Base Information

Chemical Name:3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic acid methyl ester
CAS No.:1262017-25-3
Molecular Formula:C₄₃H₄₇F₅O₆
Molecular Weight:754.835
Hs Code.:

3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic acid methyl ester

Synonyms:3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic acid methyl ester

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Chemical Property of 3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic acid methyl ester

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Technology Process of 3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic acid methyl ester

There total 8 articles about 3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic 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: 67.0%

: 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

: 3-methoxycarbonyltriphenylphosphonium bromide

: 1262017-25-3
3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic acid methyl ester

Guidance literature:: 3-methoxycarbonyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In toluene; at 3 - 23 ℃; for 1h;

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; In toluene; for 1h;

Reference yield:

: 6793-92-6
p-benzyloxyphenylbromide

: 1262017-25-3
3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic acid methyl ester

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: sodium hexamethyldisilazane / toluene / 1 h / 3 - 23 °C

6.2: 1 h

With piperidine; n-butyllithium; tetrapropylammonium perruthennate; ammonium formate; sodium hexamethyldisilazane; magnesium; 4-methylmorpholine N-oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;

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

: 1262017-25-3
3-{(E/Z)-4-[4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-2,3,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydro-1H-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl)phenyl]but-1-en-3-ynyl}benzoic acid methyl ester

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: sodium hexamethyldisilazane / toluene / 1 h / 3 - 23 °C

4.2: 1 h

With piperidine; n-butyllithium; tetrapropylammonium perruthennate; sodium hexamethyldisilazane; 4-methylmorpholine N-oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; toluene;