Technology Process of <3aS-<3aα,4α,7aα,7α(3E,2R*)>>-6-oxy>ethyl>-4H-1,3-dioxolo<4,5-c>pyran-7-yl>-3-methyl-2-(phenylmethoxy)-4-hexanoic acid methyl ester
There total 15 articles about <3aS-<3aα,4α,7aα,7α(3E,2R*)>>-6-oxy>ethyl>-4H-1,3-dioxolo<4,5-c>pyran-7-yl>-3-methyl-2-(phenylmethoxy)-4-hexanoic acid methyl ester 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:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: pyridine / 2 h / 0 - 20 °C
2: 100 percent / xylene / 12 h / Heating
3: 90 percent / N-methylmorpholine N-oxide, OsO4 / acetone; H2O / 24 h / Ambient temperature
4: 94 percent / cupric sulfate, p-toluenesulfonic acid / 24 h / Ambient temperature
5: 1.) n-BuLi, BF3 / 1.) THF, hexane, ether, -78 deg C, 20 min, 2.) 30 min
6: 93 percent / (+)-alpine borane / tetrahydrofuran / 24 h / Ambient temperature
7: 85 percent / dicyclohexylcarbodiimide (DCC), (dimethylamino)pyridine (DMAP) / CH2Cl2 / 12 h / Ambient temperature
8: 74 percent / H2 / 5percent Pd-BaSO4 / pyridine / 1 h / Ambient temperature
9: lithium diisopropylamide (LDA), trimethylsilyl chloride (TMSCl), pyridine / tetrahydrofuran; hexane / 1.25 h / -78 - 20 °C
10: diethyl ether / 0 °C
With
pyridine; dmap; osmium(VIII) oxide; n-butyllithium; chloro-trimethyl-silane; (-)-(S)-alpine-borane; boron trifluoride; hydrogen; toluene-4-sulfonic acid; copper(II) sulfate; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; lithium diisopropyl amide;
palladium on barium sulfate;
In
tetrahydrofuran; pyridine; diethyl ether; hexane; dichloromethane; water; acetone; xylene;
DOI:10.1021/jo00253a021
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 94 percent / cupric sulfate, p-toluenesulfonic acid / 24 h / Ambient temperature
2: 1.) n-BuLi, BF3 / 1.) THF, hexane, ether, -78 deg C, 20 min, 2.) 30 min
3: 93 percent / (+)-alpine borane / tetrahydrofuran / 24 h / Ambient temperature
4: 85 percent / dicyclohexylcarbodiimide (DCC), (dimethylamino)pyridine (DMAP) / CH2Cl2 / 12 h / Ambient temperature
5: 74 percent / H2 / 5percent Pd-BaSO4 / pyridine / 1 h / Ambient temperature
6: lithium diisopropylamide (LDA), trimethylsilyl chloride (TMSCl), pyridine / tetrahydrofuran; hexane / 1.25 h / -78 - 20 °C
7: diethyl ether / 0 °C
With
pyridine; dmap; n-butyllithium; chloro-trimethyl-silane; (-)-(S)-alpine-borane; boron trifluoride; hydrogen; toluene-4-sulfonic acid; copper(II) sulfate; dicyclohexyl-carbodiimide; lithium diisopropyl amide;
palladium on barium sulfate;
In
tetrahydrofuran; pyridine; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00253a021
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) n-BuLi, BF3 / 1.) THF, hexane, ether, -78 deg C, 20 min, 2.) 30 min
2: 93 percent / (+)-alpine borane / tetrahydrofuran / 24 h / Ambient temperature
3: 85 percent / dicyclohexylcarbodiimide (DCC), (dimethylamino)pyridine (DMAP) / CH2Cl2 / 12 h / Ambient temperature
4: 74 percent / H2 / 5percent Pd-BaSO4 / pyridine / 1 h / Ambient temperature
5: lithium diisopropylamide (LDA), trimethylsilyl chloride (TMSCl), pyridine / tetrahydrofuran; hexane / 1.25 h / -78 - 20 °C
6: diethyl ether / 0 °C
With
pyridine; dmap; n-butyllithium; chloro-trimethyl-silane; (-)-(S)-alpine-borane; boron trifluoride; hydrogen; dicyclohexyl-carbodiimide; lithium diisopropyl amide;
palladium on barium sulfate;
In
tetrahydrofuran; pyridine; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00253a021
