Technology Process of (2S,3R,5R,10R,13R,14S)-17-{(1R,2R)-1,2-Dihydroxy-6-[3-(4-hydroxy-phenyl)-propoxy]-1,5-dimethyl-hexyl}-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one
There total 17 articles about (2S,3R,5R,10R,13R,14S)-17-{(1R,2R)-1,2-Dihydroxy-6-[3-(4-hydroxy-phenyl)-propoxy]-1,5-dimethyl-hexyl}-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one 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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103768-04-3,105210-23-9,105307-33-3
(2S,3R,5R,10R,13R,14S)-17-{(1R,2R)-1,2-Dihydroxy-6-[3-(4-hydroxy-phenyl)-propoxy]-1,5-dimethyl-hexyl}-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one
- Guidance literature:
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Multi-step reaction with 7 steps
1: hydrogen chloride
2: tetrahydrofuran / reaction with the aluminium derivative obtained from the propargylic bromide
3: EtSH, BF3 etherate
5: ethylmagnesium bromide
6: Dowex 50WX4
7: H2 / palladium
With
hydrogenchloride; DOWEX 50WX4; boron trifluoride diethyl etherate; ethylmagnesium bromide; hydrogen; ethanethiol;
palladium;
In
tetrahydrofuran;
DOI:10.1016/S0040-4039(00)98271-6
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103768-04-3,105210-23-9,105307-33-3
(2S,3R,5R,10R,13R,14S)-17-{(1R,2R)-1,2-Dihydroxy-6-[3-(4-hydroxy-phenyl)-propoxy]-1,5-dimethyl-hexyl}-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one
- Guidance literature:
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Multi-step reaction with 9 steps
1: 98 percent / NaH / Bu4N+I- / tetrahydrofuran; hexamethylphosphoric acid triamide / 15 h / Heating
2: 95 percent / LAH / diethyl ether
3: hydrogen chloride
4: tetrahydrofuran / reaction with the aluminium derivative obtained from the propargylic bromide
5: EtSH, BF3 etherate
7: ethylmagnesium bromide
8: Dowex 50WX4
9: H2 / palladium
With
hydrogenchloride; lithium aluminium tetrahydride; DOWEX 50WX4; boron trifluoride diethyl etherate; ethylmagnesium bromide; hydrogen; sodium hydride; ethanethiol;
tetra-(n-butyl)ammonium iodide; palladium;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether;
DOI:10.1016/S0040-4039(00)98271-6
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103768-04-3,105210-23-9,105307-33-3
(2S,3R,5R,10R,13R,14S)-17-{(1R,2R)-1,2-Dihydroxy-6-[3-(4-hydroxy-phenyl)-propoxy]-1,5-dimethyl-hexyl}-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 95 percent / LAH / diethyl ether
2: hydrogen chloride
3: tetrahydrofuran / reaction with the aluminium derivative obtained from the propargylic bromide
4: EtSH, BF3 etherate
6: ethylmagnesium bromide
7: Dowex 50WX4
8: H2 / palladium
With
hydrogenchloride; lithium aluminium tetrahydride; DOWEX 50WX4; boron trifluoride diethyl etherate; ethylmagnesium bromide; hydrogen; ethanethiol;
palladium;
In
tetrahydrofuran; diethyl ether;
DOI:10.1016/S0040-4039(00)98271-6