Technology Process of (4R)-4-((3R,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-bis(formyloxy)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
There total 1 articles about (4R)-4-((3R,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-bis(formyloxy)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid which
guide to synthetic route it.
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synthetic route:
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1301212-63-4
(4R)-4-((3R,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-bis(formyloxy)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
- Guidance literature:
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Multi-step reaction with 4 steps
1: hydrogenchloride; platinum(IV) oxide; hydrogen; acetic acid / 24 h / 1654.92 Torr
2: sodium hydroxide / methanol
3: sodium tetrahydroborate; water / tetrahydrofuran / 20 °C
4: toluene-4-sulfonic acid / benzene / 2 h / Reflux
With
hydrogenchloride; platinum(IV) oxide; sodium tetrahydroborate; water; hydrogen; toluene-4-sulfonic acid; acetic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; benzene;
DOI:10.1016/j.bmc.2011.03.004
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1301212-63-4
(4R)-4-((3R,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-bis(formyloxy)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 2 h / 25 °C
1.2: 0 - 25 °C
2.1: lead acetate; copper diacetate; pyridine / toluene / 12 h / 110 °C
3.1: tetrabutylammomium bromide; sodium carbonate; palladium diacetate / N,N-dimethyl-formamide / 12 h / 85 °C / Inert atmosphere
4.1: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 25 °C / 775.74 Torr
5.1: water; lithium hydroxide / methanol; tetrahydrofuran / 12 h / 20 °C
With
pyridine; palladium 10% on activated carbon; tetrabutylammomium bromide; water; hydrogen; copper diacetate; palladium diacetate; lead acetate; chloroformic acid ethyl ester; sodium carbonate; triethylamine; lithium hydroxide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
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1301212-63-4
(4R)-4-((3R,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-bis(formyloxy)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 2 h / 25 °C
1.2: 0 - 25 °C
2.1: lead acetate; copper diacetate; pyridine / toluene / 12 h / 110 °C
3.1: tetrabutylammomium bromide; sodium carbonate; palladium diacetate / N,N-dimethyl-formamide / 12 h / 85 °C / Inert atmosphere
4.1: water; lithium hydroxide / methanol; tetrahydrofuran / 12 h / 20 °C
With
pyridine; tetrabutylammomium bromide; water; copper diacetate; palladium diacetate; lead acetate; chloroformic acid ethyl ester; sodium carbonate; triethylamine; lithium hydroxide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;