Technology Process of 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
There total 5 articles about 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 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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1262017-12-8
(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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1262017-10-6
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
- Guidance literature:
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(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;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -10 - 0 ℃;
for 0.5h;
Nonafluorobutanesulfonyl fluoride;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 1.5h;
With
sodium hydrogencarbonate; triethylamine;
In
tetrahydrofuran; hexane;
at 23 ℃;
for 16h;
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91175-93-8
(5′R,8′S,10′R,13′S,14′S)-5,5,13′-trimethyl-1′,2′,6′,7′,8′,12′,13′,14′,15′,16′-decahydro-17′H-spiro[1,3-dioxane-2,3′-[5,10]epoxycyclopenta[a]phenanthren]-17′-one
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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
- Guidance literature:
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Multi-step reaction with 4 steps
1.1: methyllithium lithium bromide / toluene; diethyl ether / 1 h / -70 - 0 °C
2.1: magnesium / copper(l) chloride; ethylene dibromide / tetrahydrofuran / 0 - 65 °C
2.2: 13 h / 0 - 23 °C
3.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / 23 °C
4.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C
4.2: 1.5 h / 0 °C
With
n-butyllithium; methyllithium lithium bromide; ammonium formate; magnesium;
palladium 10% on activated carbon; ethylene dibromide; copper(l) chloride;
In
tetrahydrofuran; methanol; diethyl ether; hexane; toluene;
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1026668-61-0
(5′R,8′S,10′R,13′S,14′S,17′S)-5,5,13′-trimethyl-17′-(pentafluoroethyl)-1′,2′,7′,8′,12′,13′,14′,15′,16′,17′-decahydro-6′H-spiro[1,3-dioxane-2,3′-[5,10]epoxycyclopenta[a]phenanthren]-17′-ol
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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
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: magnesium / copper(l) chloride; ethylene dibromide / tetrahydrofuran / 0 - 65 °C
1.2: 13 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 / 0 °C
3.2: 1.5 h / 0 °C
With
n-butyllithium; ammonium formate; magnesium;
palladium 10% on activated carbon; ethylene dibromide; copper(l) chloride;
In
tetrahydrofuran; methanol; hexane;