Technology Process of (5R,8S,11R,13S,14S,17S)-11-(4-aminomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol
There total 6 articles about (5R,8S,11R,13S,14S,17S)-11-(4-aminomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[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:
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1262049-55-7
(5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol
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1262049-54-6
(5R,8S,11R,13S,14S,17S)-11-(4-aminomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol
- Guidance literature:
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(5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol;
With
trimethylphosphane;
In
tetrahydrofuran; water;
at 23 ℃;
for 4h;
With
ammonia;
In
tetrahydrofuran; water;
at 23 ℃;
for 16h;
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(5R,8S,11R,13S,14S,17S)-5',5',13-trimethyl-17-(pentafluoroethyl)-11-(4-vinylphenyl)-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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1262049-54-6
(5R,8S,11R,13S,14S,17S)-11-(4-aminomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol
- Guidance literature:
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Multi-step reaction with 4 steps
1.1: osmium(VIII) oxide; triethylamine; sodium periodate; sodium hydrogencarbonate / water; tert-butyl alcohol; tetrahydrofuran / 80 h / 23 °C
2.1: sodium tetrahydroborate; methanol / 2.5 h / 3 °C
3.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 h / 3 - 60 °C
4.1: trimethylphosphane / water; tetrahydrofuran / 4 h / 23 °C
4.2: 16 h / 23 °C
With
methanol; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; diphenyl phosphoryl azide; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trimethylphosphane;
In
tetrahydrofuran; water; tert-butyl alcohol;
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1262049-29-5
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]benzaldehyde
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1262049-54-6
(5R,8S,11R,13S,14S,17S)-11-(4-aminomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate; methanol / 2.5 h / 3 °C
2.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 h / 3 - 60 °C
3.1: trimethylphosphane / water; tetrahydrofuran / 4 h / 23 °C
3.2: 16 h / 23 °C
With
methanol; sodium tetrahydroborate; diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trimethylphosphane;
In
tetrahydrofuran; water;