Technology Process of ethyl (2E/Z,4E/Z)-7-{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-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl]phenyl}hepta-2,4-dien-6-ynoate
There total 8 articles about ethyl (2E/Z,4E/Z)-7-{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-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl]phenyl}hepta-2,4-dien-6-ynoate 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:
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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
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1262017-20-8
ethyl (2E/Z,4E/Z)-7-{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-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl]phenyl}hepta-2,4-dien-6-ynoate
- Guidance literature:
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ethyl (2E)-4-(diethoxyphosphoryl)crotonate;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at 23 ℃;
for 0.75h;
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
tetrahydrofuran; hexane;
at -78 ℃;
for 1h;
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1262017-20-8
ethyl (2E/Z,4E/Z)-7-{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-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl]phenyl}hepta-2,4-dien-6-ynoate
- Guidance literature:
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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: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / 23 °C
6.2: 1 h / -78 °C
With
piperidine; n-butyllithium; tetrapropylammonium perruthennate; ammonium formate; magnesium; 4-methylmorpholine N-oxide;
tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; hexane; dichloromethane;
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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
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1262017-20-8
ethyl (2E/Z,4E/Z)-7-{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-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-11-yl]phenyl}hepta-2,4-dien-6-ynoate
- Guidance literature:
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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: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / 23 °C
4.2: 1 h / -78 °C
With
piperidine; n-butyllithium; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; hexane; dichloromethane;